ChemFOnt: Showing chemical card for taxa-4(20),11-dien-5alpha-ol (CFc000284010)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:48 UTC

Chemfont ID

CFc000284010

Molecule Identification

Common Name

taxa-4(20),11-dien-5alpha-ol

Definition

Taxa-4(20),11-dien-5alpha-ol belongs to taxanes and derivatives class of compounds. Those are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] propellane ring system. Taxa-4(20),11-dien-5alpha-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Taxa-4(20),11-dien-5alpha-ol can be found in a number of food items such as chives, saffron, european plum, and oyster mushroom, which makes taxa-4(20),11-dien-5alpha-ol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O

Average Molecular Weight

288.475

Monoisotopic Molecular Weight

288.24531565

IUPAC Name

8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

Traditional Name

8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

CAS Registry Number

Not Available

SMILES

CC1=C2CCC3(C)CCC(O)C(=C)C3CC(CC1)C2(C)C

InChI Identifier

InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3

InChI Key

QHDGSWAXTYWVOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

Taxane diterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a small molecule (TAXA-42011-DIEN-5A-OL )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0065 g/L	ALOGPS
logP	5.19	ALOGPS
logP	4.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.67 m³·mol⁻¹	ChemAxon
Polarizability	35.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031190

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

22239689

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for taxa-4(20),11-dien-5alpha-ol (CFc000284010)

MOL for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

3D MOL for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

3D SDF for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

3D-SDF for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

PDB for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

3D PDB for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

SMILES for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

INCHI for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

Structure for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)

3D Structure for CFc000284010 (taxa-4(20),11-dien-5alpha-ol)