Identification

PhytoHub ID
PHUB000221
Name
Coumestrol
Systematic Name
Not Available
Synonyms
  • 7,12-Dihydroxycoumestan
  • Chrysanthin
CAS Number
Not Available
Average Mass
268.224
Monoisotopic Mass
268.037173358
Chemical Formula
C15H8O5
IUPAC Name
5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one
InChI Key
ZZIALNLLNHEQPJ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H
SMILES
OC1=CC2=C(C=C1)C1=C(O2)C2=C(OC1=O)C=C(O)C=C2
Structure

Calculated Properties

Solubility (ALOGPS)
2.81e-01 g/l
LogS (ALOGPS)
-2.98
LogP (ALOGPS)
2.43
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
0
Polar Surface Area
79.9
Refractivity
69.61950000000002
Polarizability
26.402221786601075
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.0531035874615458
pKa (strongest acidic)
7.110949661337142
Number of Rings
4
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Isoflavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Coumestans
Direct Parent Name
Coumestans
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "Angular furanocoumarins", "Benzofurans", "Furans", "Furopyrans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Lactones", "Organic oxides", "Organooxygen compounds", "Oxacyclic compounds", "Pyranones and derivatives"]
External Descriptor Annotations
["Coumestan flavonoids", "Coumestanes", "an isoflavone", "coumestans", "delta-lactone", "polyphenol"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "Angular furanocoumarin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzofuran", "Benzopyran", "Coumarin", "Coumestan", "Furan", "Furanocoumarin", "Furopyran", "Heteroaromatic compound", "Hydrocarbon derivative", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Pyran", "Pyranone"]

Spectra

No spectra information available

Food Sources

No food source information available

Metabolism

No metabolism information available

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