ChemFOnt: Showing chemical card for 1,2-Dihydrodehydroguaiaretic acid (CFc000017394)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:21 UTC

Chemfont ID

CFc000017394

Molecule Identification

Common Name

1,2-Dihydrodehydroguaiaretic acid

Definition

1,2-Dihydrodehydroguaiaretic acid is found in herbs and spices. 1,2-Dihydrodehydroguaiaretic acid is a constituent of Myristica fragrans (nutmeg).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Dihydrodehydroguaiaretate	Generator
4,4'-Dihydroxy-3,3'-dimethoxy-2,7'-cyclolign-7-ene	HMDB
5'-Palmitoyl cytarabine	HMDB
Arabinosyl cytosine palmitate	HMDB
Aracytidine 5'-palmitate	HMDB
Myrisfragransin	HMDB
P-Ara-c	HMDB
Palm O-ara-c	HMDB
palmo-Ara-c	HMDB

Chemical Formula

C₂₀H₂₂O₄

Average Molecular Weight

326.3863

Monoisotopic Molecular Weight

326.151809192

IUPAC Name

8-(4-hydroxy-3-methoxycyclohexa-1,5-dien-1-yl)-3-methoxy-6,7-dimethylnaphthalen-2-ol

Traditional Name

8-(4-hydroxy-3-methoxycyclohexa-1,5-dien-1-yl)-3-methoxy-6,7-dimethylnaphthalen-2-ol

CAS Registry Number

135962-21-9

SMILES

COC1C=C(C=CC1O)C1=C(C)C(C)=CC2=CC(OC)=C(O)C=C12

InChI Identifier

InChI=1S/C20H22O4/c1-11-7-14-9-19(24-4)17(22)10-15(14)20(12(11)2)13-5-6-16(21)18(8-13)23-3/h5-10,16,18,21-22H,1-4H3

InChI Key

HKKHLGFWQTXGPF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Secondary alcohol
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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: HMDB0036409)
Cell membrane (HMDB: HMDB0036409)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036409)

Source

Exogenous

Exogenous (HMDB: HMDB0036409)

Food

Food (HMDB: HMDB0036409)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0036409)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036409)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.5	ALOGPS
logP	3.51	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.67 m³·mol⁻¹	ChemAxon
Polarizability	36.33 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

HMDB0036409

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015289

KNApSAcK ID

C00054735

Chemspider ID

35014141

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751985

PDB ID

Not Available

ChEBI ID

175172

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,2-Dihydrodehydroguaiaretic acid (CFc000017394)

MOL for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

3D MOL for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

3D SDF for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

3D-SDF for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

PDB for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

3D PDB for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

SMILES for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

INCHI for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

Structure for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)

3D Structure for CFc000017394 (1,2-Dihydrodehydroguaiaretic acid)