Pongamol

ID: ALA458131

Chembl Id: CHEMBL458131

PubChem CID: 5320675

Max Phase: Preclinical

Molecular Formula: C18H14O4

Molecular Weight: 294.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Pongamol | SCHEMBL900825|CHEMBL458131|IHWPQGIYXJKCOV-PTNGSMBKSA-N|BDBM50548259

Canonical SMILES:  COc1c(C(=O)/C=C(\O)c2ccccc2)ccc2occc12

Standard InChI:  InChI=1S/C18H14O4/c1-21-18-13(7-8-17-14(18)9-10-22-17)16(20)11-15(19)12-5-3-2-4-6-12/h2-11,19H,1H3/b15-11-

Standard InChI Key:  IHWPQGIYXJKCOV-PTNGSMBKSA-N

Alternative Forms

  1. Parent:

    ALA458131

    PONGAMOL

Associated Targets(Human)

IMR-32 (1082 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB1 Tchem P-glycoprotein 1 (14716 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cryz Quinone oxidoreductase (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nqo1 NAD(P)H dehydrogenase [quinone] 1 (1058 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
norA Quinolone resistance protein norA (2171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mdeA Fluoroquinolone resistance protein (28 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 294.31Molecular Weight (Monoisotopic): 294.0892AlogP: 4.22#Rotatable Bonds: 4
Polar Surface Area: 59.67Molecular Species: ACIDHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 6.09CX Basic pKa: CX LogP: 3.14CX LogD: 1.82
Aromatic Rings: 3Heavy Atoms: 22QED Weighted: 0.44Np Likeness Score: 0.64

References

1. Chang LC, Gerhäuser C, Song L, Farnsworth NR, Pezzuto JM, Kinghorn AD..  (1997)  Activity-guided isolation of constituents of Tephrosia purpurea with the potential to induce the phase II enzyme, quinone reductase.,  60  (9): [PMID:9322358] [10.1021/np970236p]
2. Ranga Rao R, Tiwari AK, Prabhakar Reddy P, Suresh Babu K, Ali AZ, Madhusudana K, Madhusudana Rao J..  (2009)  New furanoflavanoids, intestinal alpha-glucosidase inhibitory and free-radical (DPPH) scavenging, activity from antihyperglycemic root extract of Derris indica (Lam.).,  17  (14): [PMID:19515570] [10.1016/j.bmc.2009.05.051]
3. Rao RR, Chaturvedi V, Babu KS, Reddy PP, Rao VRS, Sreekanth P, Sreedhar AS, Rao JM.  (2012)  Synthesis and anticancer effects of pongamol derivatives on mitogen signaling and cell cycle kinases,  21  (5): [10.1007/s00044-011-9563-y]
4. Das S, Mitra I, Batuta S, Niharul Alam M, Roy K, Begum NA..  (2014)  Design, synthesis and exploring the quantitative structure-activity relationship of some antioxidant flavonoid analogues.,  24  (21): [PMID:25278230] [10.1016/j.bmcl.2014.09.028]
5. Wang W, Wang J, Li N, Zhang X, Zhao W, Li J, Si Y..  (2015)  Chemopreventive flavonoids from Millettia pulchra Kurz var-laxior (Dunn) Z.Wei (Yulangsan) function as Michael reaction acceptors.,  25  (5): [PMID:25630222] [10.1016/j.bmcl.2015.01.009]
6. Joshi P, Singh S, Wani A, Sharma S, Jain SK, Singh B, Gupta BD, Satti NK, Koul S, Khan IA, Kumar A, Bharate SB, Vishwakarma RA.  (2014)  Osthol and curcumin as inhibitors of human Pgp and multidrug efflux pumps of Staphylococcus aureus: reversing the resistance against frontline antibacterial drugs,  (10): [10.1039/C4MD00196F]
7. Sharma R,Williams IS,Gatchie L,Sonawane VR,Chaudhuri B,Bharate SB.  (2018)  Furanoflavones pongapin and lanceolatin B blocks the cell cycle and induce senescence in CYP1A1-overexpressing breast cancer cells.,  26  (23-24): [PMID:30448188] [10.1016/j.bmc.2018.11.013]

Source