asiatic acid (Q15478109)

(1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

inferred from SMILES

1 reference

inferred from SMILES

chemical structure

Asiatic acid.svg
730 × 595; 22 KB

0 references

mass

488.35±0 dalton

1 reference

Asiatic acid (English)

2alpha,3alpha,23-trihydroxyurs-12-en-28-oic acid

19 October 2016

stereoisomer of

2 references

inferred from InChIKey

(1S,2R,4aS,6aR,6aS,6bR,8aS,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

1 reference

(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

inferred from InChIKey

2 references

inferred from InChIKey

(1S,2R,4aS,6aS,6bR,8aR,9S,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

1 reference

(1S,2R,4aS,6aR,6aS,6bR,8aR,9S,10S,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

1 reference

(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,11S,12aR,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

1 reference

chemical formula

C₃₀H₄₈O₅

1 reference

Asiatic acid (English)

18 November 2016

canonical SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O

1 reference

Asiatic acid (English)

18 November 2016

isomeric SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

1 reference

Electrospray characterization of selected medicinal plant extracts

Asiatic acid (English)

18 November 2016

16 references

Advanced formulation and pharmacological activity of hydrogel of the titrated extract of C. asiatica

Determination of biologically active constituents in Centella asiatica

Comparative analysis of active constituents in Centella asiatica samples from Madagascar: application for ex situ conservation and clonal propagation

Quantitative determination of triterpenes in extracts and phytopreparations of Centella asiatica (L.) urban

Characterization of an ursane triterpenoid from centella asiatica with growth inhibitory activity against spilarctia obliqua

Improved HPLC Determination of the Centella asiatica Terpenes: Analysis in a Multiple Emulsion, Influence of the Surfactants on the Retention

Extraction and analysis of cosmetic active ingredients from an anti-cellulitis transdermal delivery system by high-performance liquid chromatography

Medicinal Foodstuffs. XXVI. Inhibitors of Aldose Reductase and New Triterpene and Its Oligoglycoside, Centellasapogenol A and Centellasaponin A, from Centella asiatica (Gotu Kola)

A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells

Comparative analysis of active constituents in Centella asiatica samples from Madagascar: application for ex situ conservation and clonal propagation

A reinvestigation of the triterpenes of Centella asiatica

Antiproliferative constituents from Umbelliferae plants VII. Active triterpenes and rosmarinic acid from Centella asiatica

A novel triterpene from Centella asiatica.

A new triterpene glycoside from Centella erecta

Stability Study of the Active Constituents in the Centella asiatica Extract Formulations

Syzygium crebrinerve

1 reference

Extractives of Australian timbers. XVI. The constituents of the wood of Eugenia crebrinervis (syn. Syzigium crebrinerve) and Eugenia gustavioides (syn. Cleistocalyx gustavioides)

Syzygium gustavioides

1 reference

Extractives of Australian timbers. XVI. The constituents of the wood of Eugenia crebrinervis (syn. Syzigium crebrinerve) and Eugenia gustavioides (syn. Cleistocalyx gustavioides)

Psidium guajava

3 references

Triterpenoids from the leaves of Psidium guajava

Triterpenoids from the leaves of Psidium guajava

Triterpenoids from the leaves of Psidium guajava

Punica granatum

2 references

Medicinal flowers. XXIII. New taraxastane-type triterpene, punicanolic acid, with tumor necrosis factor-alpha inhibitory activity from the flowers of Punica granatum

Medicinal flowers. XXIII. New taraxastane-type triterpene, punicanolic acid, with tumor necrosis factor-alpha inhibitory activity from the flowers of Punica granatum

Melaleuca ericifolia

4 references

Antiproliferative triterpenes from Melaleuca ericifolia.

Antiproliferative triterpenes from Melaleuca ericifolia.

Antiproliferative triterpenes from Melaleuca ericifolia.

Antiproliferative triterpenes from Melaleuca ericifolia.

Actinidia chinensis

2 references

Actinidic acid, a new triterpene phytoalexin from unripe kiwi fruit

Two new triterpenoids from the roots of Actinidia chinensis

Actinidia polygama

3 references

Triterpenoids from the fruit galls of Actinidia polygama

Triterpenoids from the fruit galls of Actinidia polygama

Triterpenoids from callus tissue of Actinidia polygama

Calyptranthes pallens

2 references

Constituents of the leaves and twigs of Calyptranthes pallens collected from an experimental plot in Southern Florida

Constituents of the leaves and twigs of Calyptranthes pallens collected from an experimental plot in Southern Florida

Eucalyptus perriniana

1 reference

Triterpenoids from Eucalyptus perriniana cultured cells

Hedyotis lawsoniae

1 reference

Studies on the constituents of medicinal and related plants in sri lanka. I. New triterpenes from Hedyotis lawsoniae.

Mucuna birdwoodiana

1 reference

Triterpenes from Mucuna birdwoodiana

Nepeta hindostana

1 reference

A triterpene acid from Nepeta hindostana

Shorea robusta

3 references

Triterpenoids from the resin of Shorea robusta

Triterpenoids from the resin of Shorea robusta

Triterpenoids from Shorea robusta resin

Siphoneugena densiflora

2 references

New natural products from Siphoneugena densiflora Berg (Myrtaceae) and their chemotaxonomic significance

Bioactivity of extracts and isolated compounds from Vitex polygama (Verbenaceae) and Siphoneugena densiflora (Myrtaceae) against Spodoptera frugiperda (Lepidoptera: Noctuidae).

Terminalia brassii

1 reference

Triterpene acids from some Papua New Guinea Terminalia species

Terminalia catappa

3 references

Phytochemical and antiinflammatory studies on Terminalia catappa

Mechanisms of hepatoprotection of Terminalia catappa L. extract on D-Galactosamine-induced liver damage

Phytochemical and antiinflammatory studies on Terminalia catappa

Terminalia complanata

1 reference

Triterpene acids from some Papua New Guinea Terminalia species

Terminalia glabrescens

1 reference

Chemical constituents from Terminalia glabrescens

Combretum quadrangulare

1 reference

Cycloartane triterpenes isolated from Combretum quadrangulare in a screening program for death-receptor expression enhancing activity

Symplocos lancifolia

2 references

Triterpenoid saponins from Symplocos lancifolia

Triterpenoid saponins from Symplocos lancifolia

Centella erecta

1 reference

A new triterpene glycoside from Centella erecta

Combretum fruticosum

1 reference

Bioactive pentacyclic triterpenes from the stems of Combretum laxum.

Combretum laxum

1 reference

Bioactive pentacyclic triterpenes from the stems of Combretum laxum.

Cornus kousa

1 reference

CYTOTOXIC TRITERPENOIDS FROM Cornus kousa FRUITS

Craibiodendron yunnanense

2 references

A new triterpene from the leaves of Craibiodendron yunnanense

Chemical Constituents fromCraibiodendron yunnanense

Dipterocarpus hispidus

1 reference

Terpenes of Dipterocarpus and Doona species

Prunella vulgaris

1 reference

Triterpenoid Saponins from the Spikes ofPrunella vulgaris

Ugni molinae

1 reference

Topical anti-inflammatory activity of 2alpha-hydroxy pentacyclic triterpene acids from the leaves of Ugni molinae

Syzygium claviflorum

1 reference

Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids

Rosmarinus officinalis

1 reference

Rosmarinus officinalis leaves as a natural source of bioactive compounds.

Calyptranthes williamsii

1 reference

Constituents of the leaves and twigs of Calyptranthes pallens collected from an experimental plot in Southern Florida

Heptapleurum heptaphyllum

1 reference

Triterpenoids and their glycosides from the bark of Schefflera octophylla

Myrcia neopallens

1 reference

Constituents of the leaves and twigs of Calyptranthes pallens collected from an experimental plot in Southern Florida

Commons category

Asiatic acid

0 references

Identifiers

InChI

InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1

1 reference

Asiatic acid (English)

18 November 2016

2 references

Asiatic acid (English)

18 November 2016

ChEBI release 2020-09-01

CAS Registry Number

464-92-6

2 references

Global Substance Registration System

UNII

9PA5A687X5

https://commonchemistry.cas.org/detail?cas_rn=464-92-6

asiatic acid (English)

18 November 2016

7 April 2021

1 reference

Asiatic acid (English)

18 November 2016

1 reference

Asiatic acid (English)

18 November 2016

Reaxys registry number

2712715

1 reference

asiatic acid (English)

19 October 2016

ChEBI ID

2873

mapping relation type

2 references

ASIATIC ACID (English)

matched by identifier from

18 November 2016

International Chemical Identifier

InChI

InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1

1 reference

Hazardous Substances Data Bank

ASIATIC ACID (English)

18 November 2016

1 reference

MassBank accession ID

0 references

0 references

0 references

1 reference

28 October 2019

ASIATIC ACID (English)

ECHA Substance Infocard ID

10 May 2021

NSC number

166063

0 references

100.130.385

1 reference

reference URL

http://echa.europa.eu/de/information-on-chemicals/registered-substances

0 references

1 reference

Global Substance Registration System

UNII

9PA5A687X5

asiatic acid (English)

18 November 2016

1 reference

matched by identifier from

Asiatic acid (English)

publication date

3 July 2018

DB14054

1 reference

1 reference

Global Substance Registration System

asiatic acid (English)

19 October 2016

2 references

UNII

9PA5A687X5

asiatic acid (English)

matched by identifier from

18 November 2016

0 references

1 reference

asiatic acid (English)

Google Knowledge Graph ID

19 October 2016

PDB ligand ID

0AS

0 references

0 references

1 reference

2QN1 (English)