[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: f2b660b5-0294-4a3b-80c0-23284e4bc0e4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=C(C(=C2)O)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)O)O)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)O)O)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• InChI: InChI=1S/C37H30O15/c38-17-4-1-14(2-5-17)36-34(48)31(29-22(42)10-18(39)11-27(29)51-36)30-23(43)13-26-19(32(30)46)12-28(35(50-26)15-3-6-20(40)21(41)7-15)52-37(49)16-8-24(44)33(47)25(45)9-16/h1-11,13,28,31,34-36,38-48H,12H2/t28-,31-,34-,35-,36-/m1/s1
• InChI Key: SVTHEFRUZCGPJE-DQUMCVOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₀O₁₅
• Molecular Weight: 714.60 g/mol
• Exact Mass: 714.15847025 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• 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	-	0.9143	91.43%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.7339	73.39%
OATP1B3 inhibitior	-	0.4057	40.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8726	87.26%
P-glycoprotein inhibitior	+	0.7155	71.55%
P-glycoprotein substrate	-	0.6623	66.23%
CYP3A4 substrate	+	0.6698	66.98%
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	+	0.8349	83.49%
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	-	0.8788	87.88%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8431	84.31%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6978	69.78%
Acute Oral Toxicity (c)	IV	0.3703	37.03%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.8019	80.19%
Thyroid receptor binding	+	0.5715	57.15%
Glucocorticoid receptor binding	+	0.5753	57.53%
Aromatase binding	-	0.5699	56.99%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.7414	74.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.62%	91.49%
CHEMBL3194	P02766	Transthyretin	95.79%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.92%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.76%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.37%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	88.44%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.71%	95.78%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.08%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.41%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	84.88%	83.82%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.24%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.20%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.22%	95.17%

Plants that contains it

• Rumex acetosa

Cross-Links

• PubChem: 162940056
• LOTUS: LTS0210305
• wikiData: Q105262433