[(2R,3R,4S)-8-[(2R,3R,4S)-8-[(2R,3R,4R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-4-methyl-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 397fdbb6-5d56-41cb-8ffb-3cc294b7ff90
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2R,3R,4S)-8-[(2R,3R,4S)-8-[(2R,3R,4R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-4-methyl-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C(=C9)O)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C(=C9)O)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C60H48O29/c1-16-39-24(63)14-25(64)41(56(39)87-54(18-4-30(69)47(78)31(70)5-18)52(16)88-59(83)20-8-34(73)49(80)35(74)9-20)44-42-26(65)15-27(66)43(57(42)86-53(51(44)82)17-2-28(67)46(77)29(68)3-17)45-40-23(62)12-22(61)13-38(40)85-55(19-6-32(71)48(79)33(72)7-19)58(45)89-60(84)21-10-36(75)50(81)37(76)11-21/h2-16,44-45,51-55,58,61-82H,1H3/t16-,44-,45+,51+,52+,53+,54+,55+,58+/m0/s1
• InChI Key: KXEFLXQOUJXYID-JFJNJSDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₄₈O₂₉
• Molecular Weight: 1233.00 g/mol
• Exact Mass: 1232.22812549 g/mol
• Topological Polar Surface Area (TPSA): 525.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 29
• H-Bond Donor: 22
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.7896	78.96%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8163	81.63%
P-glycoprotein inhibitior	+	0.7249	72.49%
P-glycoprotein substrate	-	0.6441	64.41%
CYP3A4 substrate	+	0.6518	65.18%
CYP2C9 substrate	-	0.6006	60.06%
CYP2D6 substrate	-	0.7786	77.86%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.7522	75.22%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7864	78.64%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7553	75.53%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.5972	59.72%
Aromatase binding	+	0.5567	55.67%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9611	96.11%

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	98.64%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.47%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	95.64%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL3194	P02766	Transthyretin	91.07%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.99%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.61%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.75%	94.42%
CHEMBL4208	P20618	Proteasome component C5	87.46%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.36%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.30%	95.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.02%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.25%	95.56%
CHEMBL4530	P00488	Coagulation factor XIII	80.48%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965438
• LOTUS: LTS0041127
• wikiData: Q105147297