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

Details

• Internal ID: 5ce4ffe2-c627-4515-bc62-4c0dd7470198
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-8-[(2R,3S,4S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC=C(C=C7)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC=C(C=C7)O
• InChI: InChI=1S/C37H30O16/c38-16-3-1-13(2-4-16)37(50)52-27-11-18-19(40)12-21(42)29(36(18)53-34(27)14-5-22(43)31(47)23(44)6-14)30-28-20(41)9-17(39)10-26(28)51-35(33(30)49)15-7-24(45)32(48)25(46)8-15/h1-10,12,27,30,33-35,38-49H,11H2/t27-,30+,33+,34-,35-/m1/s1
• InChI Key: XUIVIAOQUSGRBT-HHBLKQBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₀O₁₆
• Molecular Weight: 730.60 g/mol
• Exact Mass: 730.15338487 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8063	80.63%
Caco-2	-	0.9088	90.88%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.7026	70.26%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	-	0.4057	40.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9008	90.08%
P-glycoprotein inhibitior	+	0.7153	71.53%
P-glycoprotein substrate	-	0.5867	58.67%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7126	71.26%
CYP3A4 inhibition	-	0.7658	76.58%
CYP2C9 inhibition	-	0.8173	81.73%
CYP2C19 inhibition	-	0.7636	76.36%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8594	85.94%
CYP2C8 inhibition	+	0.8698	86.98%
CYP inhibitory promiscuity	-	0.8411	84.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8858	88.58%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8566	85.66%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6361	63.61%
Acute Oral Toxicity (c)	IV	0.3703	37.03%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.8135	81.35%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	-	0.5828	58.28%
PPAR gamma	+	0.6812	68.12%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9003	90.03%

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	99.25%	91.11%
CHEMBL3194	P02766	Transthyretin	96.37%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	96.24%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	95.91%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.03%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.83%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	90.27%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.43%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.41%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.01%	95.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.48%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.08%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.01%	83.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.87%	96.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.56%	95.78%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.39%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.31%	95.64%
CHEMBL3891	P07384	Calpain 1	80.58%	93.04%

Plants that contains it

• Stryphnodendron adstringens

Cross-Links

• PubChem: 101935949
• LOTUS: LTS0039055
• wikiData: Q105342341