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Thonningiiflavanonol B

Family: Plantae - Moraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol

Canonical Smiles	Oc1ccc(cc1)[C@H]1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O)CC(C(O)(C)C)O
InChI	InChI=1S/C20H22O8/c1-20(2,27)14(23)7-11-12(22)8-13-15(16(11)24)17(25)18(26)19(28-13)9-3-5-10(21)6-4-9/h3-6,8,14,18-19,21-24,26-27H,7H2,1-2H3/t14?,18-,19+/m0/s1
InChIKey	FJGFYJKKTRQWJQ-GGUZCGDUSA-N
Formula	C₂₀H₂₂O₈
HBA	8
HBD	6
MW	390.39
Rotatable Bonds	4
TPSA	147.68
LogP	1.15
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.35
Exact Mass	390.13
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ficus thonningii	Moraceae	Plantae	309310

Showing of synonyms

Ango PY, Kapche DW, et al. (2016). Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae).. Zeitschrift fur Naturforschung. C, Journal of biosciences,2016, 71(3-4), 65-71. [View] [PubMed]

No compound-protein relationship available.

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

Level: 1

Mol. Weight: 390.39 g/mol

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 390.39 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 390.39 g/mol

Antioxidant

Absorption

Caco-2 (logPapp): -6.55
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.440
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -0.92

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.740
Plasma Protein Binding: 72.06
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 13.310
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.820
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.620
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.500
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -4.940
Rat (Acute): 2.480
Rat (Chronic Oral): 3.530
Fathead Minnow: 4.240
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 489.820
Hydration Free Energy: -12.290
Log(D) at pH=7.4: 1.150
Log(P): 1.18
Log S: -3.4
Log(Vapor Pressure): -8.44
Melting Point: 202.56
pKa Acid: 7.07
pKa Basic: 5.53

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9351
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9218
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.9083
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.9039
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9024
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8958
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8806
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8717
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.8662
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8624
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8624
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.8571
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8495
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8420
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8414
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8388
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8292
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.8264
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.8212
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	5	0.8120
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8094
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.8087
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8086
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8032
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8027
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.7975
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7973
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7967
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7891
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7819
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7746
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7741
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7738
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7694
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7658
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.7644
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7626
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7571
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7509
Protein S100-A13	Q99584	S10AD_HUMAN	Homo sapiens	3	0.7409
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7402
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7400
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	4	0.7399
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7352
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7350
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	3	0.7340
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7326
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	4	0.7320
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7279
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7264
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7262
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7251
Acyl-CoA:acyl-CoA alkyltransferase	Q8PDX2	OLEA_XANCP	Xanthomonas campestris pv. campestris	3	0.7147
Ethylene receptor 1	P49333	ETR1_ARATH	Arabidopsis thaliana	3	0.7139
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7138
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7130
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7018
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7015
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.7014
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7012
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7010
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	3	0.7001

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