4',5,5''-Trihydroxy-4''',7''-dimethoxy-7-(beta-D-glucopyranosyloxy)-8,3'''-biflavone

Details

• Internal ID: d4993035-68a5-4d14-9fc6-2d853a203bf6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C38H32O15/c1-48-19-10-21(41)32-22(42)12-27(50-28(32)11-19)17-5-8-25(49-2)20(9-17)31-29(52-38-36(47)35(46)34(45)30(15-39)53-38)14-24(44)33-23(43)13-26(51-37(31)33)16-3-6-18(40)7-4-16/h3-14,30,34-36,38-41,44-47H,15H2,1-2H3/t30-,34-,35+,36-,38-/m1/s1
• InChI Key: HCAACQQXSMJKAH-VQKKVCIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₃₂O₁₅
• Molecular Weight: 728.60 g/mol
• Exact Mass: 728.17412031 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6066	60.66%
Caco-2	-	0.8992	89.92%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	+	0.5755	57.55%
OATP1B1 inhibitior	-	0.3181	31.81%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9455	94.55%
P-glycoprotein inhibitior	+	0.7278	72.78%
P-glycoprotein substrate	+	0.5635	56.35%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9300	93.00%
CYP2C8 inhibition	+	0.8304	83.04%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7305	73.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7728	77.28%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6903	69.03%
Acute Oral Toxicity (c)	III	0.6381	63.81%
Estrogen receptor binding	+	0.8462	84.62%
Androgen receptor binding	+	0.7972	79.72%
Thyroid receptor binding	+	0.5979	59.79%
Glucocorticoid receptor binding	+	0.6997	69.97%
Aromatase binding	-	0.5305	53.05%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.6696	66.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8147	81.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.01%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.84%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.44%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.93%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.60%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.28%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	93.44%	98.35%
CHEMBL3194	P02766	Transthyretin	93.31%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.48%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.79%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.81%	95.89%
CHEMBL5747	Q92793	CREB-binding protein	85.58%	95.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.63%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.28%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.05%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.01%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.77%	95.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.54%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.59%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.50%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.25%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 11542224
• NPASS: NPC308843
• LOTUS: LTS0008399
• wikiData: Q105025564