ChemFOnt: Showing chemical card for 11-hydroxy-Delta(9)-tetrahydrocannabinol (CFc000042993)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:48 UTC

Chemfont ID

CFc000042993

Molecule Identification

Common Name

11-hydroxy-Delta(9)-tetrahydrocannabinol

Definition

11-hydroxy-Delta(9)-tetrahydrocannabinol, also known as (-)-11-Hydroxy-Delta(9)-THC or 11-OH-THC, is classified as a member of the 2,2-dimethyl-1-benzopyrans. 2,2-dimethyl-1-benzopyrans are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 11-hydroxy-Delta(9)-tetrahydrocannabinol is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-11-Hydroxy-Delta(9)-tetrahydrocannabinol	ChEBI
(-)-11-Hydroxy-Delta(9)-THC	ChEBI
(6AR,10ar)-6a,7,8,10a-tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,D]pyran-9-methanol	ChEBI
11-Hydroxytetrahydrocannabinol	ChEBI
11-OH-THC	ChEBI
(-)-11-Hydroxy-δ(9)-tetrahydrocannabinol	Generator
(-)-11-Hydroxy-δ(9)-THC	Generator
11-Hydroxy-δ(9)-tetrahydrocannabinol	Generator
11-Hydroxy-delta(9)-tetrahydrocannabinol, (6ar-trans)-isomer	HMDB
11-Hydroxy-delta(9)-tetrahydrocannabinol, (trans)-isomer	HMDB
11-Hydroxy-delta(9)-THC	HMDB
7-Hydroxy-delta(1)-tetrahydrocannabinol	HMDB

Chemical Formula

C₂₁H₃₀O₃

Average Molecular Weight

330.468

Monoisotopic Molecular Weight

330.219494826

IUPAC Name

(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

Traditional Name

(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

CAS Registry Number

36557-05-8

SMILES

[H][C@@]12C=C(CO)CC[C@@]1([H])C(C)(C)OC1=CC(CCCCC)=CC(O)=C21

InChI Identifier

InChI=1S/C21H30O3/c1-4-5-6-7-14-11-18(23)20-16-10-15(13-22)8-9-17(16)21(2,3)24-19(20)12-14/h10-12,16-17,22-23H,4-9,13H2,1-3H3/t16-,17-/m1/s1

InChI Key

YCBKSSAWEUDACY-IAGOWNOFSA-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
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phytocannabinoid (CHEBI:77270 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062581)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0093 g/L	ALOGPS
logP	5.78	ALOGPS
logP	4.66	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.51 m³·mol⁻¹	ChemAxon
Polarizability	39.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062581

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

11-Hydroxy-THC

METLIN ID

Not Available

PubChem Compound

644022

PDB ID

Not Available

ChEBI ID

77270

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 11-hydroxy-Delta(9)-tetrahydrocannabinol (CFc000042993)

MOL for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

3D MOL for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

3D SDF for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

3D-SDF for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

PDB for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

3D PDB for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

SMILES for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

INCHI for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

Structure for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)

3D Structure for CFc000042993 (11-hydroxy-Delta(9)-tetrahydrocannabinol)