(2R,3S)-6-[(2R,3S,4R)-3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: c9c20b1d-c591-402c-b420-075bdfa0abd9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (2R,3S)-6-[(2R,3S,4R)-3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=C1C(=C(C(=C2)O)C3C(C(OC4=C3C=CC(=C4)O)C5=CC(=C(C(=C5)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=C(C(=C2)O)[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)O)O
• InChI: InChI=1S/C30H26O13/c31-12-1-2-13-21(7-12)43-30(11-5-18(35)27(40)19(36)6-11)28(41)23(13)24-15(32)9-22-14(25(24)38)8-20(37)29(42-22)10-3-16(33)26(39)17(34)4-10/h1-7,9,20,23,28-41H,8H2/t20-,23+,28-,29+,30+/m0/s1
• InChI Key: VZYBBNWLNANBBV-NSCADYBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• 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	-	0.9071	90.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4793	47.93%
OATP2B1 inhibitior	-	0.5596	55.96%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7256	72.56%
P-glycoprotein inhibitior	+	0.6713	67.13%
P-glycoprotein substrate	-	0.6537	65.37%
CYP3A4 substrate	+	0.5764	57.64%
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	+	0.7702	77.02%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8293	82.93%
Skin irritation	-	0.6044	60.44%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8014	80.14%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8236	82.36%
Acute Oral Toxicity (c)	IV	0.5696	56.96%
Estrogen receptor binding	+	0.7328	73.28%
Androgen receptor binding	+	0.7670	76.70%
Thyroid receptor binding	+	0.6625	66.25%
Glucocorticoid receptor binding	+	0.6472	64.72%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	99.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.66%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.59%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.95%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.46%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.11%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.06%	85.14%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.65%	96.42%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	82.90%	95.62%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.22%	97.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.17%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.56%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.00%	93.40%
CHEMBL3194	P02766	Transthyretin	80.66%	90.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.19%	96.37%

Plants that contains it

• Atalantia buxifolia
• Stryphnodendron adstringens

Cross-Links

• PubChem: 101995289
• NPASS: NPC29551
• LOTUS: LTS0200212
• wikiData: Q105300041