(+)-tirucallol (Q104951328)

(3S,10S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

inferred from SMILES

1 reference

inferred from SMILES

mass

426.38616622 dalton

1 reference

(3S,5R,10S,13S,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

inferred from SMILES

stereoisomer of

2 references

(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

2 references

2 references

(3R,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

2 references

(3R,5R,10S,13S,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

1 reference

(3S,5S,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

chemical formula

C₃₀H₅₀O

0 references

canonical SMILES

OC1CCC2(C3=C(CCC2C1(C)C)C4(C)CCC(C(C)CCC=C(C)C)C4(C)CC3)C

0 references

isomeric SMILES

CC(C)=CCC[C@H](C)[C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

0 references

found in taxon

Dacryodes hopkinsii

1 reference

Phytochemistry of Trattinnickia burserifolia, T. rhoifolia, and Dacryodes hopkinsii: chemosystematic implications

Cucumis melo

1 reference

Triterpene alcohols in the seeds of two Cucumis species of cucurbitaceae

Cucumis sativus

1 reference

Triterpene alcohols in the seeds of two Cucumis species of cucurbitaceae

Euphorbia oxyphylla

1 reference

Triterpenes from Euphorbia broteri

Euphorbia caducifolia

1 reference

Cyclocaducinol, a cycloartane type triterpene from Euphorbia caducifolia

Euphorbia ingens

1 reference

S 33. The Euphorbia resins. Part I. Euphol

Euphorbia esula

1 reference

Euphorbia jaxartica

1 reference

Euphorbia tirucalli

4 references

538. The Euphorbia resins. Part II. The isolation of taraxasterol and a new triterpene, tirucallol, from E. tirucalli

S 33. The Euphorbia resins. Part I. Euphol

On the Active Principles of the Spurge Family (Euphorbiaceae) XI. [1] The Skin Irritant and Tumor Promoting Diterpene Esters of Euphorbia tirucalli L. Originating from South Africa

The Effect of Medium Modification and Selected Precursors on Sterol Production by Short-Term Callus Cultures of Euphorbia tirucalli

Euphorbia triangularis

1 reference

S 33. The Euphorbia resins. Part I. Euphol

Euphorbia wallichii

1 reference

Chemical investigation of local plants. part II. triterpenoids of Euphorbia wallichii Hk.f

Camellia sinensis

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Camellia japonica

2 references

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Triterpene alcohols from camellia and sasanqua oils and their anti-inflammatory effects

Phytolacca americana

1 reference

Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae

Camellia sasanqua

2 references

Isohelianol: A 3,4-seco-Triterpene Alcohol from Sasanqua Oil

Triterpene alcohols from camellia and sasanqua oils and their anti-inflammatory effects

Camellia oleifera

2 references

Isohelianol: A 3,4-seco-Triterpene Alcohol from Sasanqua Oil

Triterpene alcohols from camellia and sasanqua oils and their anti-inflammatory effects

Euphorbia kansui

3 references

Preparative isolation and gas chromatography-mass spectrometry analysis of triterpenoids in kansui radix

Cytotoxicity and antiviral activity of the compounds from Euphorbia kansui

Inhibitory effect of euphol, a triterpene alcohol from the roots of Euphorbia kansui, on tumour promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin

Olea europaea

1 reference

Triterpene alcohols and sterols of Spanish olive oil

Nigella sativa

1 reference

The sterols of Nigella sativa seed oil

Cajanus cajan

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Cicer arietinum

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

soybean

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Lathyrus sativus

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Lens culinaris

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Vigna mungo

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Garcinia thwaitesii

1 reference

2,5-dihydroxy-1,6-dimethoxyxanthone and biflavonoids of Garcinia thwaitesii

Euphorbia lactea

1 reference

Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex

Vigna cylindrica

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Macrotyloma biflorum var. biflorum

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Euphorbia virgata

1 reference

pea

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Euphorbia tommasiniana

1 reference

Lathyrus oleraceus

1 reference

Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds

Identifiers

InChI

InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25-,26-,28+,29-,30+/m0/s1

0 references

0 references

CAS Registry Number

514-46-5

1 reference

CAS (formerly Chemical Abstracts Service)

25 January 2022

2 references

17 September 2022

ChEBI ID

175463

mapping relation type

exact match

2 references

ChEBI release 2022-06-13

International Chemical Identifier

InChI

InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25-,26-,28+,29-,30+/m0/s1

1 reference

1 reference

Human Metabolome Database ID

HMDB0037032

2 references

0 references

1 reference