ChemFOnt: Showing chemical card for 12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid (CFc000018946)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:39 UTC

Chemfont ID

CFc000018946

Molecule Identification

Common Name

12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid

Definition

12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid is found in citrus. 12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid is a constituent of Citrus roots infected by nematode Tylenchulus semipenetrans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-Oate	Generator

Chemical Formula

C₂₁H₃₀O₄

Average Molecular Weight

346.4605

Monoisotopic Molecular Weight

346.214409448

IUPAC Name

(4R,10aR)-6-hydroxy-5-methoxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4-carboxylic acid

Traditional Name

(4R,10aR)-6-hydroxy-7-isopropyl-5-methoxy-1,1-dimethyl-3,4,4a,9,10,10a-hexahydro-2H-phenanthrene-4-carboxylic acid

CAS Registry Number

313050-47-4

SMILES

[H][C@]1(CCC(C)(C)[C@]2([H])CCC3=CC(C(C)C)=C(O)C(OC)=C3C12[H])C(O)=O

InChI Identifier

InChI=1S/C21H30O4/c1-11(2)14-10-12-6-7-15-17(16(12)19(25-5)18(14)22)13(20(23)24)8-9-21(15,3)4/h10-11,13,15,17,22H,6-9H2,1-5H3,(H,23,24)/t13-,15-,17?/m1/s1

InChI Key

NNMDIMWITXQKTK-KQSHLBLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
Tetralin
Anisole
Alkyl aryl ether
Benzenoid
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038031)

Source

Exogenous

Exogenous (HMDB: HMDB0038031)

Food

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Not Available

Role

Biological role

Anti bacterial (HMDB: HMDB0038031)
Anti septic (HMDB: HMDB0038031)

Industrial application

Agriculture

Pesticide (HMDB: HMDB0038031)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	4.21	ALOGPS
logP	5.02	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.94 m³·mol⁻¹	ChemAxon
Polarizability	39.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017241

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid (CFc000018946)

MOL for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

3D MOL for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

3D SDF for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

3D-SDF for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

PDB for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

3D PDB for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

SMILES for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

INCHI for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

Structure for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)

3D Structure for CFc000018946 (12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid)