(2R,3S)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: 332b9e8b-e7a7-49c1-b2d7-5fc2841604c9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3S)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C=CC(=C4)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=C3C=CC(=C4)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C30H26O10/c31-15-4-1-13(2-5-15)28-23(37)11-18-20(34)12-22(36)26(30(18)40-28)25-17-7-6-16(32)10-24(17)39-29(27(25)38)14-3-8-19(33)21(35)9-14/h1-10,12,23,25,27-29,31-38H,11H2/t23-,25-,27-,28+,29+/m0/s1
• InChI Key: NZXONOTUAOAYAQ-WXMJOIKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₀
• Molecular Weight: 546.50 g/mol
• Exact Mass: 546.15259702 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8698	86.98%
Caco-2	-	0.8925	89.25%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4793	47.93%
OATP2B1 inhibitior	-	0.5614	56.14%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8943	89.43%
P-glycoprotein inhibitior	+	0.6837	68.37%
P-glycoprotein substrate	-	0.6229	62.29%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.7746	77.46%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7911	79.11%
Skin irritation	-	0.6044	60.44%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8707	87.07%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6877	68.77%
Acute Oral Toxicity (c)	IV	0.5696	56.96%
Estrogen receptor binding	+	0.7536	75.36%
Androgen receptor binding	+	0.7603	76.03%
Thyroid receptor binding	+	0.6871	68.71%
Glucocorticoid receptor binding	+	0.6073	60.73%
Aromatase binding	-	0.5836	58.36%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.7601	76.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.6855	68.55%

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	99.43%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.66%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.57%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.70%	99.15%
CHEMBL236	P41143	Delta opioid receptor	90.59%	99.35%
CHEMBL2535	P11166	Glucose transporter	90.37%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	89.66%	96.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.57%	91.79%
CHEMBL2581	P07339	Cathepsin D	85.93%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.93%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.36%	99.23%
CHEMBL206	P03372	Estrogen receptor alpha	81.04%	97.64%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.38%	93.40%
CHEMBL226	P30542	Adenosine A1 receptor	80.26%	95.93%

Plants that contains it

• Colophospermum mopane
• Plocama calabrica

Cross-Links

• PubChem: 14540824
• LOTUS: LTS0125081
• wikiData: Q105100715