4-[6-(3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,7-diol

Details

• Internal ID: f7dea51b-24a1-439d-a296-704ef4bc0eb2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 4-[6-(3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,7-diol
• SMILES (Canonical): C1C(C(OC2=C1C=CC(=C2)O)C3=C(C(=C(C=C3)O)O)C4C(C(OC5=C4C=CC(=C5)O)C6=CC(=C(C=C6)O)O)O)O
• SMILES (Isomeric): C1C(C(OC2=C1C=CC(=C2)O)C3=C(C(=C(C=C3)O)O)C4C(C(OC5=C4C=CC(=C5)O)C6=CC(=C(C=C6)O)O)O)O
• InChI: InChI=1S/C30H26O10/c31-15-3-1-13-9-22(36)30(39-23(13)11-15)18-6-8-20(34)27(37)26(18)25-17-5-4-16(32)12-24(17)40-29(28(25)38)14-2-7-19(33)21(35)10-14/h1-8,10-12,22,25,28-38H,9H2
• InChI Key: USCPDPFKWIUTTL-UHFFFAOYSA-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	+	0.9418	94.18%
Caco-2	-	0.9027	90.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6794	67.94%
OATP2B1 inhibitior	-	0.5592	55.92%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9006	90.06%
P-glycoprotein inhibitior	+	0.7216	72.16%
P-glycoprotein substrate	-	0.6523	65.23%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	+	0.5264	52.64%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.5910	59.10%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.7025	70.25%
CYP2C8 inhibition	+	0.6970	69.70%
CYP inhibitory promiscuity	-	0.7980	79.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5561	55.61%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7762	77.62%
Skin irritation	-	0.5546	55.46%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8850	88.50%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	II	0.3575	35.75%
Estrogen receptor binding	+	0.7450	74.50%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.6559	65.59%
Glucocorticoid receptor binding	+	0.5629	56.29%
Aromatase binding	-	0.5514	55.14%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.7893	78.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7174	71.74%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.11%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	94.07%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.78%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.90%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.13%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.59%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.74%	95.89%
CHEMBL236	P41143	Delta opioid receptor	86.15%	99.35%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.90%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.09%	96.39%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.68%	85.14%
CHEMBL2535	P11166	Glucose transporter	82.46%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.36%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.80%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.01%	95.78%

Plants that contains it

• Colophospermum mopane

Cross-Links

• PubChem: 163007386
• LOTUS: LTS0004880
• wikiData: Q105278130