CAPSIDIOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H24O2
Molecular Weight	236.3499
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1[C@H](O)C[C@@H](O)C2=CC[C@H](C[C@]12C)C(C)=C

InChI

InChIKey=BXXSHQYDJWZXPB-OKNSCYNVSA-N

InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h6,10-11,13-14,16-17H,1,5,7-8H2,2-4H3/t10-,11-,13-,14-,15-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H24O2
Molecular Weight	236.3499
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Trichoderma viride cellulase induces resistance to the antibiotic pore-forming peptide alamethicin associated with changes in the plasma membrane lipid composition of tobacco BY-2 cells.	2010-12-14	21156059
Age-related resistance of Nicotiana benthamiana against hemibiotrophic pathogen Phytophthora infestans requires both ethylene- and salicylic acid-mediated signaling pathways.	2010-09	20687803
Determination of capsidiol in tobacco cells culture by HPLC.	2010-07	20822656
Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates.	2010-04-16	20175559
Identification, functional characterization and developmental regulation of sesquiterpene synthases from sunflower capitate glandular trichomes.	2009-07-06	19580670
Abscisic acid negatively regulates elicitor-induced synthesis of capsidiol in wild tobacco.	2009-07	19420326
Cellulase elicitor induced accumulation of capsidiol in Capsicum annumm L. suspension cultures.	2008-05	18066498
Tomato linalool synthase is induced in trichomes by jasmonic acid.	2007-06	17440821
New constituents of sweet Capsicum annuum L. fruits and evaluation of their biological activity.	2006-10-04	17002415
Kinetic and molecular analysis of 5-epiaristolochene 1,3-dihydroxylase, a cytochrome P450 enzyme catalyzing successive hydroxylations of sesquiterpenes.	2005-02-04	15522862
Eremophilane sesquiterpenes from capsidiol.	2004-10-29	15497966
Probing sesquiterpene hydroxylase activities in a coupled assay with terpene synthases.	2003-01-15	12504906
Fusion of farnesyldiphosphate synthase and epi-aristolochene synthase, a sesquiterpene cyclase involved in capsidiol biosynthesis in Nicotiana tabacum.	2002-07	12135497
Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris.	2002-05	12009313
Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum).	2001-09-15	11556809
Differential induction of sesquiterpene metabolism in tobacco cell suspension cultures by methyl jasmonate and fungal elicitor.	2000-09-15	11032417

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:43:06 GMT 2025` Edited by `admin` on `Mon Mar 31 21:43:06 GMT 2025`
Record UNII	1O869T5P54
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(1R,3R,4S,4AR,6R)-4,4A-DIMETHYL-6-PROP-1-EN-2-YL-2,3,4,5,6,7-HEXAHYDRO-1H-NAPHTHALENE-1,3-DIOL

Preferred Name

English

CAPSIDIOL

Common Name

English

Code System Code Type Description

FDA UNII

1O869T5P54