4',4'''-Dimethoxy-5,5'',7-trihydroxy-7''-(beta-D-glucopyranosyloxy)-8,3'''-biflavone

Details

• Internal ID: 3b897324-d484-4cf8-8f81-df297b6252ff
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[5-[5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC7C(C(C(C(O7)CO)O)O)O)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)OC
• InChI: InChI=1S/C38H32O15/c1-48-18-6-3-16(4-7-18)27-14-25(44)33-23(42)12-22(41)31(37(33)52-27)20-9-17(5-8-26(20)49-2)28-13-24(43)32-21(40)10-19(11-29(32)51-28)50-38-36(47)35(46)34(45)30(15-39)53-38/h3-14,30,34-36,38-42,45-47H,15H2,1-2H3/t30-,34-,35+,36-,38-/m1/s1
• InChI Key: XKBXVZQCIOLGJN-VQKKVCIBSA-N
• Popularity: 0 references 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	-	0.8836	88.36%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	+	0.7140	71.40%
OATP1B1 inhibitior	-	0.3775	37.75%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8561	85.61%
P-glycoprotein inhibitior	+	0.7395	73.95%
P-glycoprotein substrate	+	0.5891	58.91%
CYP3A4 substrate	+	0.6602	66.02%
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	+	0.8143	81.43%
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	-	0.9101	91.01%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8557	85.57%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	III	0.6381	63.81%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7862	78.62%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	+	0.7044	70.44%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6827	68.27%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
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	98.92%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.22%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.73%	96.21%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.15%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.57%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.49%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.13%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	93.42%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL3194	P02766	Transthyretin	91.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.73%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.06%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	87.72%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.43%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.70%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.97%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	85.78%	94.73%
CHEMBL5747	Q92793	CREB-binding protein	84.84%	95.12%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.16%	96.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.39%	83.57%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.93%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.39%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.83%	97.14%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.11%	95.53%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 11650625
• NPASS: NPC276325
• LOTUS: LTS0158527
• wikiData: Q105329402