ChemFOnt: Showing chemical card for 16, 17-dihydro-16alpha, 17-dihydroxy GA9 (CFc000283541)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:54 UTC

Chemfont ID

CFc000283541

Molecule Identification

Common Name

16, 17-dihydro-16alpha, 17-dihydroxy GA9

Definition

16, 17-dihydro-16alpha, 17-dihydroxy ga9 is also known as 16α, 17-[oh]2 gibberellin a9. 16, 17-dihydro-16alpha, 17-dihydroxy ga9 is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 16, 17-dihydro-16alpha, 17-dihydroxy ga9 can be found in a number of food items such as spirulina, leek, tinda, and fenugreek, which makes 16, 17-dihydro-16alpha, 17-dihydroxy ga9 a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
16, 17-Dihydro-16a, 17-dihydroxy ga9	Generator
16, 17-Dihydro-16α, 17-dihydroxy ga9	Generator
16, 17-Dihydro-16α, 17-dihydroxy ga9	HMDB
16α, 17-[OH]2 gibberellin a9	HMDB
16α, 17-[OH]2 ga9	HMDB

Chemical Formula

C₁₉H₂₅O₆

Average Molecular Weight

349.404

Monoisotopic Molecular Weight

349.165662105

IUPAC Name

(2R,5R,6R,8R,9S,10R,11S)-6-hydroxy-6-(hydroxymethyl)-11-methyl-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylate

Traditional Name

(2R,5R,6R,8R,9S,10R,11S)-6-hydroxy-6-(hydroxymethyl)-11-methyl-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@]3(C[C@]1(O)CO)[C@@]([H])(CC2)C12CCC[C@](C)(C(=O)O1)[C@@]2([H])[C@]3([H])C([O-])=O

InChI Identifier

InChI=1S/C19H26O6/c1-16-5-2-6-19(25-15(16)23)11-4-3-10-7-17(11,8-18(10,24)9-20)12(13(16)19)14(21)22/h10-13,20,24H,2-9H2,1H3,(H,21,22)/p-1/t10-,11-,12-,13-,16+,17-,18+,19?/m1/s1

InChI Key

OXEMPUBMLFVGQQ-XAGBHBTISA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
Diterpene lactone
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
Organic anion
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.21 g/L	ALOGPS
logP	0.92	ALOGPS
logP	0.78	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	106.89 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.85 m³·mol⁻¹	ChemAxon
Polarizability	35.92 Å³	ChemAxon
Number of Rings	5	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

HMDB0304025

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030269

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

46173150

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 16, 17-dihydro-16alpha, 17-dihydroxy GA9 (CFc000283541)

MOL for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

3D MOL for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

3D SDF for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

3D-SDF for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

PDB for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

3D PDB for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

SMILES for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

INCHI for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

Structure for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)

3D Structure for CFc000283541 (16, 17-dihydro-16alpha, 17-dihydroxy GA9)