(2R,3R,4R)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,7,8-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol

Details

• Internal ID: 5c2e246b-42f7-4e57-9660-b1c8c558ecab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3R,4R)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,7,8-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol
• InChI: InChI=1S/C30H26O12/c31-13-4-1-11(2-5-13)27-25(39)22(36)16-10-15(21(35)26(40)30(16)41-27)20-14-6-8-18(33)23(37)29(14)42-28(24(20)38)12-3-7-17(32)19(34)9-12/h1-10,20,22,24-25,27-28,31-40H/t20-,22-,24-,25-,27-,28-/m1/s1
• InChI Key: BFSYZZVJZUULHI-OEDJTYOTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9238	92.38%
Caco-2	-	0.9036	90.36%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7298	72.98%
OATP2B1 inhibitior	+	0.5810	58.10%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9918	99.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6790	67.90%
P-glycoprotein inhibitior	+	0.6329	63.29%
P-glycoprotein substrate	-	0.7910	79.10%
CYP3A4 substrate	+	0.5740	57.40%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	+	0.3962	39.62%
CYP3A4 inhibition	-	0.8114	81.14%
CYP2C9 inhibition	+	0.8627	86.27%
CYP2C19 inhibition	-	0.5418	54.18%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	+	0.8044	80.44%
CYP2C8 inhibition	+	0.7587	75.87%
CYP inhibitory promiscuity	+	0.5108	51.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.7870	78.70%
Skin irritation	+	0.5581	55.81%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7818	78.18%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6639	66.39%
Acute Oral Toxicity (c)	II	0.6835	68.35%
Estrogen receptor binding	+	0.6855	68.55%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	+	0.6501	65.01%
Glucocorticoid receptor binding	+	0.6220	62.20%
Aromatase binding	-	0.5347	53.47%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.7837	78.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8839	88.39%

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	98.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.28%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.16%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.35%	89.00%
CHEMBL3194	P02766	Transthyretin	87.24%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.76%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	84.31%	96.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.20%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.56%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%

Plants that contains it

• Senegalia caffra

Cross-Links

• PubChem: 101193704
• LOTUS: LTS0042086
• wikiData: Q104934827