ChemFOnt: Showing chemical card for 11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid (CFc000223850)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:45:50 UTC

Chemfont ID

CFc000223850

Molecule Identification

Common Name

11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid

Definition

11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol, also known as delta(1)-tetrahydrocannabinol-7-Oic acid or THC-11-Oic acid, belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Based on a literature review a significant number of articles have been published on 11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11-Nor-9-carboxy-δ(9)-tetrahydrocannabinol	Generator
THC-11-Oic acid	HMDB
Hexadeutero-11-nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid	HMDB
delta(1)-Tetrahydrocannabinol-7-Oic acid	HMDB
11-Nor-9-carboxy-delta-9-tetrahydrocannabinol	HMDB
11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid	HMDB
delta(9)-Tetrahydrocannabinol-11-oic-acid	HMDB
delta-9-11-Carboxytetrahydrocannabinol	HMDB
(6AR-trans)-isomer OF 11-nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid	HMDB
Tetrahydrocannabinol-7-Oic acid	HMDB
11-Nor-9-carboxy-THC	HMDB
THC-11-Oate	HMDB
1-Hydroxy-6,6-dimethyl-3-pentyl-6H,6ah,7H,8H,10ah-benzo[c]isochromene-9-carboxylate	HMDB
11-Nor-9-carboxy-delta(9)-tetrahydrocannabinol	MeSH

Chemical Formula

C₂₁H₂₈O₄

Average Molecular Weight

344.4446

Monoisotopic Molecular Weight

344.198759384

IUPAC Name

1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-9-carboxylic acid

Traditional Name

11-nor-9-Carboxy-THC

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC(O)=C2C3C=C(CCC3C(C)(C)OC2=C1)C(O)=O

InChI Identifier

InChI=1S/C21H28O4/c1-4-5-6-7-13-10-17(22)19-15-12-14(20(23)24)8-9-16(15)21(2,3)25-18(19)11-13/h10-12,15-16,22H,4-9H2,1-3H3,(H,23,24)

InChI Key

YOVRGSHRZRJTLZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Oxacycle
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0084 g/L	ALOGPS
logP	5.24	ALOGPS
logP	5.14	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-4.9	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	5	ChemAxon
Refractivity	98.45 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

HMDB0062770

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97019

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

11-nor-9-Carboxy-THC

METLIN ID

Not Available

PubChem Compound

107885

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid (CFc000223850)

MOL for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

3D MOL for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

3D SDF for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

3D-SDF for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

PDB for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

3D PDB for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

SMILES for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

INCHI for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

Structure for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)

3D Structure for CFc000223850 (11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acid)