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Podoscarpusflavone B

Family: Ochnaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Biflavone

Canonical Smiles	COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)OC
InChI	InChI=1S/C32H22O10/c1-39-17-6-3-15(4-7-17)26-14-25(38)31-23(36)12-22(35)29(32(31)42-26)19-9-16(5-8-20(19)33)27-13-24(37)30-21(34)10-18(40-2)11-28(30)41-27/h3-14,33-36H,1-2H3
InChIKey	GZTVUTQZSAZUIY-UHFFFAOYSA-N
Formula	C₃₂H₂₂O₁₀
HBA	10
HBD	4
MW	566.52
Rotatable Bonds	5
TPSA	159.8
LogP	5.74
Number Rings	6
Number Aromatic Rings	6
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.06
Exact Mass	566.12
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Campylospermum calanthum	Ochnaceae	Plantae	1321790

Showing of synonyms

Njock GBB, Bartholomeusz TA, et al. (2013). Structure and Dynamic of Three Indole Alkaloids from the Campylospermum Genus (Ochnaceae). HCA, 2013, 96, 1298-1304. [View]

Pubchem: 5320646

Cas: 23624-21-7

Zinc: ZINC000003594862

Nmrshiftdb2: 60029525

Chembl: CHEMBL144630

Comptox: DTXSID60178299

No compound-protein relationship available.

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)-c4cc(ccc4)-c(cc5=O)oc(c56)cccc6

Level: 3

Mol. Weight: 442.47 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)-c3cc(ccc3)-c(cc4=O)oc(c45)cccc5

Level: 2

Mol. Weight: 366.37 g/mol

SMILES: c1ccccc1-c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 298.34 g/mol

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

Level: 1

Mol. Weight: 222.24 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)-c3ccccc3

Level: 1

Mol. Weight: 222.24 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.78
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.990
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 10.15

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.720
Plasma Protein Binding: 94.31
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: 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: 5.660
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.410
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.130
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.760
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: -15906.100
Rat (Acute): 2.480
Rat (Chronic Oral): 3.320
Fathead Minnow: 41.630
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: 519.030
Hydration Free Energy: -3.150
Log(D) at pH=7.4: 4.930
Log(P): 6.59
Log S: -8.75
Log(Vapor Pressure): -15.25
Melting Point: 347.21
pKa Acid: 11.68
pKa Basic: 3.1

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9747
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9379
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9298
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9217
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9207
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.9035
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.9015
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	3	0.8971
Caspase-6	P55212	CASP6_HUMAN	Homo sapiens	3	0.8850
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8848
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8841
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.8799
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8723
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8580
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8489
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8341
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.8300
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.8220
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.8208
Annexin A5	P08758	ANXA5_HUMAN	Homo sapiens	3	0.8184
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8175
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8166
Geranylgeranyl transferase type-2 subunit alpha	Q08602	PGTA_RAT	Rattus norvegicus	3	0.8145
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8145
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	5	0.8106
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.8099
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.8047
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8011
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.8003
Albumin	P02768	ALBU_HUMAN	Homo sapiens	4	0.7991
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	3	0.7943
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7942
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7940
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7879
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	4	0.7862
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	3	0.7854
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7839
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.7819
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7814
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7810
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7795
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.7751
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7746
Multidrug-efflux transporter 1 regulator	P39075	BMRR_BACSU	Bacillus subtilis	4	0.7736
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7702
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7698
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7648
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.7619
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase	Q46381	BPHB_COMTE	Comamonas testosteroni	3	0.7593
ADP-ribosyl-[dinitrogen reductase] hydrolase	A7XNI2	A7XNI2_AZOBR	Azospirillum brasilense	3	0.7593
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7575
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7561
Cell division cycle 7-related protein kinase	O00311	CDC7_HUMAN	Homo sapiens	4	0.7545
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7545
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7538
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7530
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7524
DNA polymerase I	Q5KWC1	Q5KWC1_GEOKA	Geobacillus kaustophilus	4	0.7516
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7500
Prostaglandin reductase 1	Q14914	PTGR1_HUMAN	Homo sapiens	4	0.7469
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7450
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7449
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7448
RAC-alpha serine/threonine-protein kinase	P31749	AKT1_HUMAN	Homo sapiens	3	0.7431
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7430
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7429
Carbonic anhydrase 13	Q8N1Q1	CAH13_HUMAN	Homo sapiens	3	0.7428
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7420
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7400
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7399
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7371
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	3	0.7366
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7346
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7336
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7334
Bromodomain-containing protein 9	Q9H8M2	BRD9_HUMAN	Homo sapiens	3	0.7323
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7309
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7279
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.7276
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7274
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7266
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7266
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7252
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7248
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7241
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7239
mRNA-capping enzyme subunit alpha	P78587	MCE1_CANAX	Candida albicans	3	0.7230
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7226
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7220
Focal adhesion kinase 1	Q00944	FAK1_CHICK	Gallus gallus	4	0.7212
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7198
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7196
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7195
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7194
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	3	0.7186
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7183
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.7178
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	3	0.7174
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7169
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7160
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7159
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7148
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	4	0.7147
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7144
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7134
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7124
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7120
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7113
Probable enoyl-CoA hydratase EchA8	P9WNN9	ECHA8_MYCTU	Mycobacterium tuberculosis	4	0.7110
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	3	0.7102
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7102
L-lactate dehydrogenase A chain	P00338	LDHA_HUMAN	Homo sapiens	4	0.7101
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7097
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7093
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7084
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7083
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7081
Polymerase acidic protein	P03433	PA_I34A1	Influenza A virus	2	0.7074
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7072
Nitric oxide synthase 3	P29474	NOS3_HUMAN	Homo sapiens	3	0.7069
Uncharacterized protein	Q55S71	Q55S71_CRYNB	Cryptococcus neoformans var. neoformans serotype D	4	0.7058
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7049
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7044
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7038
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	3	0.7038
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7031
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	3	0.7029
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7010
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7008

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