polypodine B (Q27103737)

inferred from SMILES

mass

496.303618±0 dalton

1 reference

Polypodine b (English)

2beta,3beta,5beta,14beta,20R,22R,25-heptahydroxy-cholesta-7-en-6-one

5 October 2016

stereoisomer of

2 references

(2R,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

2 references

(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2S,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

2 references

2 references

(2R,3R,5R,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

1 reference

(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

1 reference

(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one

1 reference

chemical formula

C₂₇H₄₄O₈

1 reference

Polypodine b (English)

5 October 2016

canonical SMILES

CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O

1 reference

Polypodine b (English)

5 October 2016

isomeric SMILES

C[C@]12CC[C@H]3C(=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O

1 reference

Ecdysteroids of flowering plants (Angiospermae)

Polypodine b (English)

5 October 2016

1 reference

Vitex polygama

2 references

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

Enzymatic inhibitory activity and trypanocidal effects of extracts and compounds from Siphoneugena densiflora O. Berg and Vitex polygama Cham

Polypodium vulgare

6 references

Phytoecdysteroid analysis by high-performance liquid chromatography-thermospray mass spectrometry

Ecdysteroid production in tissue cultures of Polypodium vulgare

Biosynthesis of ecdysteroids in in vitro prothalli cultures of Polypodium vulgare

Efficient determination of phytoecdysteroids from Ajuga species and Polypodium vulgare by high-performance liquid chromatography

Phytoecdysteroid overproduction in Polypodium vulgare prothalli

Phytoecdysteroid overproduction in Polypodium vulgare prothalli

Axyris amaranthoides

1 reference

1 alpha,20R-dihydroxyecdysone from Axyris amaranthoides

Ajuga reptans

5 references

Composition and location of phytoecdysteroids in Ajuga reptans in vivo and in vitro cultures

Ecdysteroids from Ajuga iva

29-NORSENGOSTERONE AND 29-NORCYASTERONE, NEW C-28 PHYTOECDYSTEROIDS FROMAJUGA REPTANS(LABIATAE)

A New family of phytoecdysteroids isolated from aerial part of Ajuga reptans var. atropurpurea

New phytoecdysteroids from roots of Ajuga reptans varieties

Gomphrena affinis

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Gomphrena canescens

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Gomphrena cunninghamii

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Gomphrena serrata

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Gomphrena haageana

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Gomphrena globosa

1 reference

Distribution and identity of phytoecdysteroids in Gomphrena spp. (Amaranthaceae)

Lloydia serotina

1 reference

Phytoecdysteroids in seeds of Lloydia serotina (Liliaceae).

Taxus cuspidata

1 reference

Fluctuation of phytoecdysteroids in developing shoots of Taxus cuspidata

Spinacia oleracea

5 references

Occurrence and levels of ecdysteroids in spinach

Utilization of temperature-induced phase separation for the purification of ecdysone and 20-hydroxyecdysone from spinach

Ecdysteroid biosynthesis during the ontogeny of spinach leaves

Ecdysteroid distribution during development of spinach

Ecdysteroids in Spinacia oleracea and Chenopodium bonus-henricus

Silene brahuica

2 references

Phytoecdysteroids of plants of the genusSilene. III. Sileneoside A — A new glycosidic ecdysteroid ofSilene brachuica

Ecdysteroids of flowering plants (Angiospermae)

Pfaffia iresinoides

2 references

Three ecdysteroid glycosides from Pfaffia iresinoides

Ecdysteroids from Pfaffia iresinoides and reassignment of some 13CNMR chemical shifts☆

Silene turkestanica

2 references

Phytoecdysteroids of plants of the genus Melandrium I. Polypodin B 22-acetate from Melandrium turkestanicum

Phytoecdysteroids of plants of the genus Silene. XVII. Ecdysterone 22,25-di-O-benzoate from Silene scabrifolia

Serratula tinctoria

2 references

New Ecdysteroids from Serratula tinctoria

Sterol and ecdysteroid profiles of Serratula tinctoria (L.): Plant and cell cultures producing steroids

Vitex scabra

1 reference

Ecdysteroids of Vitex scabra stem bark

Trianthema turgidifolia

1 reference

Ecdysteroids from the seeds of Trianthema turgidifolia and T. pilosa (Aizoaceae)

Ourisia macrocarpa

1 reference

The genus Ourisia (Scrophulariaceae): a potential source of phytoecdysteroids

Ourisia macrophylla

1 reference

The genus Ourisia (Scrophulariaceae): a potential source of phytoecdysteroids

Silene viridiflora

3 references

Phytoecdysteroids of plants of theSilene genus and the dynamics of their accumulation

New Minor Ecdysteroids from Silene viridiflora

Phytoecdysteroids from the Silene genus

Ajuga decumbens

1 reference

Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens

Atriplex nummularia

1 reference

Phytoecdysteroids from Atriplex nummularia

Sida szechuensis

1 reference

Steroid Compounds from Sida szechuensis

Silene nutans

2 references

Phytoecdysteroids ofSilene nutans. II. 22-Deoxyecdysterone and features of its mass spectrum

High-performance liquid chromatography of the phytoecdysteroids ofMelandrium nutans

Silene linicola

2 references

Phytoecdysteroids from Silene jenisseensis

Phytoecdysteroids from the Silene genus

Silene fulgens

2 references

Phytoecdysteroids ofLychnis fulgens

Phytoecdysteroids of plants of the genus Silene. IX. Ecdysterone 22-O-benzoate from Silene scabrifolia

Lychnis fulgens

2 references

Phytoecdysteroids ofLychnis fulgens

Phytoecdysteroids of plants of the genus Silene. IX. Ecdysterone 22-O-benzoate from Silene scabrifolia

Dianthus hoeltzeri

1 reference

Phytoecdysteroids of the plant Dianthus hoeltzeri

Silene wilfordii

1 reference

Phytoecdysteroids of plants of the genus Lychnis

Silene chalcedonica

1 reference

Phytoecdysteroids of plants of the genus Lychnis

Blandfordia punicea

1 reference

Punisterone [(20R,24S)-25-Deoxy-11α,20,24-trihydroxyecdysone]: A New Phytoecdysteroid fromBlandfordia punicea

Blitum bonus-henricus

1 reference

Ecdysteroids in Spinacia oleracea and Chenopodium bonus-henricus

Chenopodium bonus-henricus

1 reference

Ecdysteroids in Spinacia oleracea and Chenopodium bonus-henricus

Lepidothamnus intermedius

1 reference

Insect Moulting Hormones: The Phytoecdysones of Dacrydium Intermedium

Rhaponticum integrifolium

1 reference

Rhaponticum integrifolium as a producer of ecdysteroids

Trillium erectum

1 reference

Steroidal saponins from the roots of Trillium erectum (Beth root)

Trillium kamtschaticum

1 reference

Two new steroid glycosides and a new sesquiterpenoid glycoside from the underground parts of Trillium kamtschaticum

Trillium camschatcense

1 reference

Two new steroid glycosides and a new sesquiterpenoid glycoside from the underground parts of Trillium kamtschaticum

Chenopodium murale

1 reference

Phytoecdysteroids in seeds and plants ofRhagodia baccata (Labill.) Moq. (Chenopodiaceae)

Rhaponticum carthamoides

3 references

Ecdysteroids from Leuzea carthamoides

Ecdysteroids from the roots of Leuzea carthamoides

Phytoecdysteroids ofRhaponticum carthamoides

Polypodium virginianum

5 references

Phytoecdysteroid overproduction in Polypodium vulgare prothalli

Biosynthesis of ecdysteroids in in vitro prothalli cultures of Polypodium vulgare

Efficient determination of phytoecdysteroids from Ajuga species and Polypodium vulgare by high-performance liquid chromatography

Phytoecdysteroid analysis by high-performance liquid chromatography-thermospray mass spectrometry

Ecdysteroid production in tissue cultures of Polypodium vulgare

Silene banksia

2 references

Phytoecdysteroids of plants of the genus Silene. IX. Ecdysterone 22-O-benzoate from Silene scabrifolia

Phytoecdysteroids ofLychnis fulgens

Identifiers

InChI

InChI=1S/C27H44O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25+,26+,27+/m0/s1

1 reference

Polypodine b (English)

GMFLGNRCCFYOKL-ACCCYTKYSA-N

5 October 2016

InChIKey

2 references

Polypodine b (English)

5 October 2016

GMFLGNRCCFYOKL-ACCCYTKYSA-N

ChEBI release 2020-09-01

CAS Registry Number

18069-14-2

1 reference

InChIKey

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=18069-14-2

1 reference

(2beta,3beta,5beta,22R)-2,3,5,14,20,22,25-Heptahydroxycholest-7-en-6-one (English)

5 October 2016

1 reference

Polypodine b (English)

5 October 2016

Reaxys registry number

4770654

1 reference

polypodine B (English)

5 October 2016

ChEBI ID

28485

mapping relation type

3 references

polypodine B (English)

5 October 2016

matched by identifier from

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C27H44O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25+,26+,27+/m0/s1

1 reference

matched by identifier from

POLYPODIN (English)

5 October 2016

1 reference

1 reference

InChIKey

GMFLGNRCCFYOKL-ACCCYTKYSA-N

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

polypodine B (English)

5 October 2016

0 references

1 reference