sandaracopimaric acid (CHEBI:69240)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	sandaracopimaric acid

ChEBI ID	CHEBI:69240

Definition	A pimarane diterpenoid that is (1S,4aS,4bS,7R,10aS)-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene carrying a carboxy group at position 1 and a vinyl group at position 7. It is a natural product found in several plant species.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C20H30O2

Net Charge

Average Mass

302.458

Monoisotopic Mass

302.22458

InChI

InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1

InChIKey

MHVJRKBZMUDEEV-KRFUXDQASA-N

SMILES

C([C@]1(C)CCC[C@]2([C@]1(CCC=3[C@@]2(CC[C@](C)(C=C)C3)[H])[H])C)(O)=O

Metabolite of Species	Details
Biota orientalis (IPNI:261739-1)	Found in leaf (BTO:0000713). Ethyl acetate extract of Cebaye, Inseperable mixture of isopimaric acid and sandaracopimaric acid See: PubMed
Biota orientalis (IPNI:261739-1)	Found in twig (BTO:0001411). Ethyl acetate extract of Cebaye, Inseperable mixture of isopimaric acid and sandaracopimaric acid See: PubMed
Austrocedrus chilensis (NCBI:txid103964)	Isolated from the resin. See: PubMed
Taxodium distichum (NCBI:txid28982)	Found in cone (BTO:0000280). See: PubMed
Cryptomeria japonica (NCBI:txid3369)	See: PubMed
Juniperus chinensis (NCBI:txid50182)	Found in bark (BTO:0001301). See: PubMed
Wollemia nobilis (NCBI:txid56998)	Found in cone (BTO:0000280). See: PubMed
Platycladus orientalis (NCBI:txid58046)	Found in cone (BTO:0000280). See: PubMed
Pinus pumila (NCBI:txid71649)	Isolated from hexane extracts of needles. See: PubMed
Pinus densiflora (NCBI:txid77912)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology
Outgoing	sandaracopimaric acid (CHEBI:69240) has role plant metabolite (CHEBI:76924) sandaracopimaric acid (CHEBI:69240) is a monocarboxylic acid (CHEBI:25384) sandaracopimaric acid (CHEBI:69240) is a pimarane diterpenoid (CHEBI:49192) sandaracopimaric acid (CHEBI:69240) is a tricyclic diterpenoid (CHEBI:79084)

IUPAC Name

13α-pimara-8(14),15-dien-18-oic acid

Synonyms	Sources
(−)-sandaracopimaric acid	KNApSAcK
13β-methyl-13-vinyl-podocarp-8(14)-en-15-oic acid	ChemIDplus
cryptopimaric acid	ChEBI

Registry Number	Type	Source
471-74-9	CAS Registry Number	ChemIDplus

Last Modified

23 October 2019

General Comment
2014-10-17	Suggested Classification: ISA:phenanthrenes(CHEBI:25961); ISA:monocarboxylic acid(CHEBI:25384); ISA:organonitrogen compound(CHEBI:35352); ISA:carboxylic acid(CHEBI:33575); ISA:carbonyl compound(CHEBI:36586);