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Sotetsuflavone

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

Canonical Smiles	COc1cc(O)c2c(c1c1cc(ccc1O)c1cc(=O)c3c(o1)cc(cc3O)O)oc(cc2=O)c1ccc(cc1)O
InChI	InChI=1S/C31H20O10/c1-39-26-13-23(38)30-22(37)12-24(14-2-5-16(32)6-3-14)41-31(30)28(26)18-8-15(4-7-19(18)34)25-11-21(36)29-20(35)9-17(33)10-27(29)40-25/h2-13,32-35,38H,1H3
InChIKey	OIFVLHZEBAXHPM-UHFFFAOYSA-N
Formula	C₃₁H₂₀O₁₀
HBA	10
HBD	5
MW	552.49
Rotatable Bonds	4
TPSA	170.8
LogP	5.44
Number Rings	6
Number Aromatic Rings	6
Heavy Atom Count	41
Formal Charge	0
Fraction CSP3	0.03
Exact Mass	552.11
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Campylospermum excavatum	Ochnaceae	Plantae	1501024

Showing of synonyms

Njock GBB, Grougnet R, et al. (2017). A Nitrile Glucoside and Biflavones from the Leaves of Campylospermum excavatum (Ochnaceae). Chem Biodivers, 2017, 14(11). [View] [PubMed]

Pubchem: 5494868

Cas: 2608-21-1

Zinc: ZINC000044351165

Nmrshiftdb2: 60079119

Chembl: CHEMBL450522

CPRiL: 143983

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

Level: 3

Mol. Weight: 552.49 g/mol

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

Level: 2

Mol. Weight: 552.49 g/mol

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

Level: 2

Mol. Weight: 552.49 g/mol

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

Level: 1

Mol. Weight: 552.49 g/mol

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

Level: 1

Mol. Weight: 552.49 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 552.49 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 552.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.85
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 6.89

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.650
Plasma Protein Binding: 93.54
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: Non-Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 5.550
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.520
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.460
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.720
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: -9089.720
Rat (Acute): 2.480
Rat (Chronic Oral): 3.070
Fathead Minnow: 27.850
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: 570.720
Hydration Free Energy: -3.060
Log(D) at pH=7.4: 4.480
Log(P): 5.77
Log S: -8.3
Log(Vapor Pressure): -12.16
Melting Point: 399.38
pKa Acid: 10.33
pKa Basic: 4.21

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	0.9773
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9383
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9253
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9239
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9215
Caspase-6	P55212	CASP6_HUMAN	Homo sapiens	3	0.9124
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9044
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9026
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.9008
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.9001
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	3	0.8983
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8885
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8864
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8833
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.8820
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8784
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8711
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.8683
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8682
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8618
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8551
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.8494
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8477
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8466
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8343
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8249
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.8239
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8239
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.8199
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8198
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8193
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.8184
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.8106
Catalase-peroxidase 2	O59651	KATG2_HALMA	Haloarcula marismortui	3	0.8076
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8075
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8040
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8038
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.8016
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8008
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7926
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7910
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7887
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7880
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7875
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7873
Multidrug-efflux transporter 1 regulator	P39075	BMRR_BACSU	Bacillus subtilis	4	0.7871
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7822
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7818
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.7813
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	3	0.7791
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7734
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7731
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7731
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7728
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	4	0.7718
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7714
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7667
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7666
Gag-Pol polyprotein	O12158	POL_HV192	Human immunodeficiency virus type 1 group M subtype C	3	0.7656
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.7645
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.7644
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	4	0.7637
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7631
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7596
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7593
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7568
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7546
Bromodomain-containing protein 9	Q9H8M2	BRD9_HUMAN	Homo sapiens	3	0.7527
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7490
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	4	0.7484
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7467
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7463
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7455
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7441
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7434
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7374
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7372
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	3	0.7361
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7341
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.7318
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7316
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7263
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7258
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7254
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7254
Methylmalonyl-CoA decarboxylase	P52045	SCPB_ECOLI	Escherichia coli	3	0.7251
Antitumor antibiotic C-1027 apoprotein	Q06110	CAGA_STRGL	Streptomyces globisporus	3	0.7242
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.7239
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7236
L-lactate dehydrogenase A chain	P00338	LDHA_HUMAN	Homo sapiens	4	0.7235
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7235
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7216
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.7178
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7175
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7171
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7145
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7132
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7132
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7128
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	3	0.7124
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7124
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7122
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7122
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7101
Focal adhesion kinase 1	Q00944	FAK1_CHICK	Gallus gallus	4	0.7098
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7098
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	4	0.7096
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7086
Nitric oxide synthase 3	P29474	NOS3_HUMAN	Homo sapiens	3	0.7085
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7077
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7070
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7062
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7059
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7058
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7045
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7032
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7023
Cyclin-dependent kinase 5	Q00535	CDK5_HUMAN	Homo sapiens	4	0.7010
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7010
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	2	0.7010
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7007

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