geraldol

ID: ALA509256

Chembl Id: CHEMBL509256

Cas Number: 21511-25-1

PubChem CID: 5482101

Max Phase: Preclinical

Molecular Formula: C16H12O6

Molecular Weight: 300.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Geraldol | Geraldol|21511-25-1|3,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one|2KR35TI2XV|3,7,4'-Trihydroxy-3'-methoxyflavone|3,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one|4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-|3'-Methoxy-3,7,4'-trihydroxyflavone|geraldo l|Geraldol (13)|UNII-2KR35TI2XV|SCHEMBL620712|SPECTRUM1505149|CHEMBL509256|DTXSID30175851|WRFQRUBJBPLPAM-UHFFFAOYSA-N|BDBM153269|EINECS 244-414-1|LMPK12111568|MFCD00017311|AKOS040761779|CCG-20864Show More⌵

Canonical SMILES:  COc1cc(-c2oc3cc(O)ccc3c(=O)c2O)ccc1O

Standard InChI:  InChI=1S/C16H12O6/c1-21-13-6-8(2-5-11(13)18)16-15(20)14(19)10-4-3-9(17)7-12(10)22-16/h2-7,17-18,20H,1H3

Standard InChI Key:  WRFQRUBJBPLPAM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA509256

   GERALDOL

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 300.27

Molecular Weight (Monoisotopic): 300.0634

AlogP: 2.59

#Rotatable Bonds: 2

Polar Surface Area: 100.13

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.32

CX Basic pKa: ┄

CX LogP: 1.96

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: 1.21

References

1. Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J..  (1996)  Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes.,  59  (3): [PMID:8882428] [10.1021/np960057s]

2. PubChem BioAssay data set, 

3. Yuan CH, Filippova M, Tungteakkhun SS, Duerksen-Hughes PJ, Krstenansky JL..  (2012)  Small molecule inhibitors of the HPV16-E6 interaction with caspase 8.,  22  (5): [PMID:22300659] [10.1016/j.bmcl.2011.12.145]

4. Brunhofer G, Fallarero A, Karlsson D, Batista-Gonzalez A, Shinde P, Gopi Mohan C, Vuorela P..  (2012)  Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.,  20  (22): [PMID:23062825] [10.1016/j.bmc.2012.09.040]

5. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays