sclareol (Q796619)

(1S,2R,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

inferred from SMILES

stereoisomer of

2 references

(1S,2R,4aS,8aR)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

1 reference

(1S,2R,4aS,8aS)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

2 references

2 references

(1R,4aalpha)-1beta-[(3S)-3-Hydroxy-3-methyl-4-pentenyl]decahydro-2,5,5,8abeta-tetramethylnaphthalene-2beta-ol

2 references

(1S,2R,4aR,8aR)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

2 references

(1R,2S,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

1 reference

1 reference

(1R,2R,4aR,8aS)-1-[(3R)-3-hydroxy-3-methyl-pent-4-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol

1 reference

(1S,2S,4aR,8aR)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

1 reference

1 reference

C₂₀H₃₆O₂

0 references

canonical SMILES

OC(C=C)(C)CCC1C(O)(C)CCC2C(C)(C)CCCC12C

0 references

isomeric SMILES

C[C@]12CCCC([C@@H]1CC[C@@]([C@@H]2CC[C@](C)(C=C)O)(C)O)(C)C

0 references

found in taxon

Nicotiana tabacum

1 reference

Biosynthesis of labdenediol and sclareol in cell-free extracts from trichomes of Nicotiana glutinosa

Aster oharai

1 reference

Five new labdane diterpenes from Aster oharai

Aster spathulifolius

1 reference

Five new labdane diterpenes from Aster oharai

Polemonium viscosum

1 reference

Terpenoid and flavone constituents of Polemonium viscosum

Ptychanthus striatus

1 reference

Ptychantins from the LiverwortPtychanthus Striatus

Sagittaria trifolia

1 reference

Absolute stereostructures of trifoliones A, B, C, and D, new biologically active diterpenes from the tuber of Sagittaria trifolia L

Salvia sahendica

2 references

Sesterterpenoids and other constituents of Salvia sahendica.

Salvileucolide methylester, a sesterterpene from Salvia Sahendica

Salvia sclarea

6 references

Terpenoids from Salvia sclarea

The effect of sclareol on growth and cell cycle progression of human leukemic cell lines

Constituents of the Essential Oil of Salvia sclarea Growing Wild in Greece

Composition and antifungal activity on soil-borne pathogens of the essential oil of Salvia sclarea from Greece

Accumulation of the anti-fungal diterpene sclareol by cell cultures of Salvia sclarea and Nicotiana glutinosa

Sclareol exhibits anti-inflammatory activity in both lipopolysaccharide-stimulated macrophages and the λ-carrageenan-induced paw edema model

Curcuma aromatica

1 reference

Metabolomics study on quality control and discrimination of three curcuma species based on gas chromatograph-mass spectrometry

Curcuma wenyujin

1 reference

Metabolomics study on quality control and discrimination of three curcuma species based on gas chromatograph-mass spectrometry

Vitex agnus-castus

2 references

The essential oil composition of Vitex agnus-castus f. rosea leaves and flowers

Composition of the essential fruit oil of Vitex agnus-castus

Salvia atropatana

1 reference

Composition of the Essential Oil of Salvia atropatana Bunge

Astragalus brachystachys

1 reference

Antibacterial diterpenoids from Astragalus brachystachys.

Salvia palaestina

1 reference

Terpenoids from Salvia palaestina

Sagittaria sagittifolia

1 reference

Absolute stereostructures of trifoliones A, B, C, and D, new biologically active diterpenes from the tuber of Sagittaria trifolia L

Acacia speckii

1 reference

Labdane diterpenes from an acacia species

Acacia

1 reference

Labdane diterpenes from an acacia species

Cistus creticus

2 references

A New Drimane Sesquiterpene, Isomers of Manoyl Oxide and Other Volatile Constituents from the Resin “Ladano” ofCistus incanussubsp.creticus(L.) Heywood

Morphological, chemical and genetic differentiation of two subspecies of Cistus creticus L. (C. creticus subsp. eriocephalus and C. creticus subsp. corsicus).

Rosmarinus officinalis

1 reference

Rosemary (Rosmarinus officinalis): a study of the composition, antioxidant and antimicrobial activities of extracts obtained with supercritical carbon dioxide

has part(s)

carbon

0 references

Commons category

Sclareol

0 references

Identifiers

InChI

InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1

0 references

1 reference

imported from Wikimedia project

ChEBI release 2020-09-01

CAS Registry Number

515-03-7

2 references

German Wikipedia

https://commonchemistry.cas.org/detail?cas_rn=515-03-7

9 April 2021

0 references

2 references

language of work or name

English

retrieved

20 September 2016

imported from Wikimedia project

Reaxys registry number

2054148

0 references

ChEBI ID

9053

mapping relation type

exact match

3 references

English Wikipedia

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1

SureChEMBL ID

SCHEMBL873931

2 references

MSBNK-Washington_State_Univ-BML00408

1 reference

MassBank accession ID

0 references

MSBNK-Washington_State_Univ-BML00422

0 references

MSBNK-Washington_State_Univ-BML82145

0 references

MSBNK-Washington_State_Univ-BML82146

0 references

DSSTox substance ID

DTXSID0047111

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

DTXCID8027111

0 references

EC number

208-194-0

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.007.450

retrieved

27 December 2018

title

[1R-[1α(R*),2β,4aβ,8aα]]-2-hydroxy-α,2,5,5,8a-pentamethyl-α-vinyldecahydronaphthalene-1-propan-1-ol (English)

quotation

CAS no.: 515-03-7 (English)

ECHA Substance Infocard ID

100.007.450

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.007.450

retrieved

27 December 2018

title

[1R-[1α(R*),2β,4aβ,8aα]]-2-hydroxy-α,2,5,5,8a-pentamethyl-α-vinyldecahydronaphthalene-1-propan-1-ol (English)

quotation

CAS no.: 515-03-7 (English)

FL number

02.206

1 reference

quotation

CAS no.: 515-03-7 (English)

23 January 2021

02.206

1 reference

28 December 2019

SCLAREOL (English)

CAS no.: 515-03-7 (English)

AICS Chemical ID (BEING DELETED)

4631

0 references

Human Metabolome Database ID

0 references

0 references

1 reference