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
Differential induction of sesquiterpene metabolism in tobacco cell suspension cultures by methyl jasmonate and fungal elicitor.	2000 Sep 15	11032417
Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum).	2001 Sep 15	11556809
Fusion of farnesyldiphosphate synthase and epi-aristolochene synthase, a sesquiterpene cyclase involved in capsidiol biosynthesis in Nicotiana tabacum.	2002 Jul	12135497
Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris.	2002 May	12009313
Probing sesquiterpene hydroxylase activities in a coupled assay with terpene synthases.	2003 Jan 15	12504906
Eremophilane sesquiterpenes from capsidiol.	2004 Oct 29	15497966
Kinetic and molecular analysis of 5-epiaristolochene 1,3-dihydroxylase, a cytochrome P450 enzyme catalyzing successive hydroxylations of sesquiterpenes.	2005 Feb 4	15522862
New constituents of sweet Capsicum annuum L. fruits and evaluation of their biological activity.	2006 Oct 4	17002415
Tomato linalool synthase is induced in trichomes by jasmonic acid.	2007 Jun	17440821
Cellulase elicitor induced accumulation of capsidiol in Capsicum annumm L. suspension cultures.	2008 May	18066498
Abscisic acid negatively regulates elicitor-induced synthesis of capsidiol in wild tobacco.	2009 Jul	19420326
Identification, functional characterization and developmental regulation of sesquiterpene synthases from sunflower capitate glandular trichomes.	2009 Jul 6	19580670
Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates.	2010 Apr 16	20175559
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 Dec 14	21156059
Determination of capsidiol in tobacco cells culture by HPLC.	2010 Jul	20822656
Age-related resistance of Nicotiana benthamiana against hemibiotrophic pathogen Phytophthora infestans requires both ethylene- and salicylic acid-mediated signaling pathways.	2010 Sep	20687803

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:42:40 GMT 2023` Edited by `admin` on `Sat Dec 16 07:42:40 GMT 2023`
Record UNII	1O869T5P54
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CAPSIDIOL

Common Name

English

(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

Systematic Name

English

Code System Code Type Description

FDA UNII

1O869T5P54