(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(1R,2S,3R)-3-(3,4-dihydroxyphenyl)-5-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,6,8-trihydroxy-1,2,3,4-tetrahydronaphthalen-1-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: 4b1a1104-e8e9-40b2-bbf7-e828257c085f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(1R,2S,3R)-3-(3,4-dihydroxyphenyl)-5-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,6,8-trihydroxy-1,2,3,4-tetrahydronaphthalen-1-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(C(C2=C(C=C(C(=C21)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=C7C(=C(C=C6O)O)C(C(C(O7)C8=CC(=C(C=C8)O)O)O)C9=C(C=C(C1=C9OC(C(C1C1=C(C=C(C2=C1OC(C(C2)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H](C2=C(C=C(C(=C21)[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=C7C(=C(C=C6O)O)[C@@H]([C@H]([C@H](O7)C8=CC(=C(C=C8)O)O)O)C9=C(C=C(C1=C9O[C@@H]([C@@H]([C@H]1C1=C(C=C(C2=C1O[C@@H]([C@@H](C2)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O
• InChI: InChI=1S/C76H64O29/c77-29-16-44(89)56-53(17-29)102-71(26-3-8-35(80)41(86)13-26)67(99)62(56)54-32-18-30(24-1-6-33(78)39(84)11-24)66(98)63(55(32)46(91)21-45(54)90)58-48(93)22-50(95)60-65(69(101)73(104-75(58)60)28-5-10-37(82)43(88)15-28)61-51(96)23-49(94)59-64(68(100)72(105-76(59)61)27-4-9-36(81)42(87)14-27)57-47(92)20-38(83)31-19-52(97)70(103-74(31)57)25-2-7-34(79)40(85)12-25/h1-17,20-23,30,52,62-73,77-101H,18-19H2/t30-,52-,62+,63-,64+,65-,66+,67-,68-,69-,70-,71-,72-,73-/m1/s1
• InChI Key: BNCCHINZUSVUCJ-SGJLZSGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₆H₆₄O₂₉
• Molecular Weight: 1441.30 g/mol
• Exact Mass: 1440.35332600 g/mol
• Topological Polar Surface Area (TPSA): 543.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 7.55
• H-Bond Acceptor: 29
• H-Bond Donor: 25
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7606	76.06%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8943	89.43%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	+	0.7809	78.09%
CYP inhibitory promiscuity	-	0.8668	86.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.6248	62.48%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8493	84.93%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6036	60.36%
Acute Oral Toxicity (c)	IV	0.4889	48.89%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	+	0.5780	57.80%
Glucocorticoid receptor binding	+	0.5690	56.90%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7396	73.96%
Honey bee toxicity	-	0.7550	75.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.6987	69.87%

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	99.59%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.46%	83.82%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.27%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	95.08%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.38%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.22%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.00%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.92%	98.75%
CHEMBL4208	P20618	Proteasome component C5	87.31%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL3194	P02766	Transthyretin	84.61%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL233	P35372	Mu opioid receptor	81.29%	97.93%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Crataegus pinnatifida

Cross-Links

• PubChem: 162877936
• LOTUS: LTS0170998
• wikiData: Q104938711