ANPDB

Select a section from the left sidebar

Volkensiflavone

Family: Plantae - Guttiferae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone

Canonical Smiles	Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)O
InChI	InChI=1S/C30H20O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-12,27,29,31-36H/t27-,29+/m0/s1
InChIKey	YOGANETYFUQWIM-LMSSTIIKSA-N
Formula	C₃₀H₂₀O₁₀
HBA	10
HBD	6
MW	540.48
Rotatable Bonds	3
TPSA	177.89
LogP	4.79
Number Rings	6
Number Aromatic Rings	5
Heavy Atom Count	40
Formal Charge	0
Fraction CSP3	0.07
Exact Mass	540.11
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Allanblackia floribunda	Guttiferae	Plantae	469914

Showing of synonyms

Azebaze AG, Teinkela JE, et al. (2015). Antiplasmodial activity of some phenolic compounds from Cameroonians Allanblackia.. African health sciences,2015, 15(3), 835-840. [View] [PubMed]

Pubchem: 5480834

Zinc: ZINC000026183769

Nmrshiftdb2: 60024625

CPRiL: 412630

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 540.48 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C(C4=O)COc(c45)cccc5

Level: 2

Mol. Weight: 540.48 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C(C3=O)C(c4ccccc4)Oc(c35)cccc5

Level: 2

Mol. Weight: 540.48 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C(C3=O)COc(c34)cccc4

Level: 1

Mol. Weight: 540.48 g/mol

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 540.48 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 540.48 g/mol

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 540.48 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 540.48 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 540.48 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp): -6.1
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.050
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 3.93

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.340
Plasma Protein Binding: 98.81
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 8.160
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.240
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.080
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.230
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -5412.690
Rat (Acute): 2.340
Rat (Chronic Oral): 3.430
Fathead Minnow: 19.660
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 588.380
Hydration Free Energy: -3.060
Log(D) at pH=7.4: 3.290
Log(P): 5.58
Log S: -6.03
Log(Vapor Pressure): -8.95
Melting Point: 350.36
pKa Acid: 11.11
pKa Basic: 6.15

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.9238
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.9056
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.9012
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.8678
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8496
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.8471
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.8446
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8443
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8355
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8317
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	4	0.8288
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8230
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8211
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8176
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8134
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.8110
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8047
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7988
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7955
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7923
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7913
Alpha amylase	B8CZ54	B8CZ54_HALOH	Halothermothrix orenii	3	0.7872
Caspase-6	P55212	CASP6_HUMAN	Homo sapiens	3	0.7824
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7822
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7819
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7810
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7685
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7659
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7561
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7552
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	5	0.7547
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	3	0.7529
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7468
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7461
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	3	0.7445
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7440
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7422
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7342
L-lactate dehydrogenase A chain	P00338	LDHA_HUMAN	Homo sapiens	4	0.7328
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7293
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7289
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7276
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7241
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	3	0.7238
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7132
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7129
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.7086
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.7065
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7060
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7048
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7029
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7012

Download SDF