(1R,2S,3R)-2-(3,5-dihydroxyphenyl)-1-[(S)-ethoxy-(4-hydroxyphenyl)methyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1H-indene-4,6-diol

Details

• Internal ID: e5418061-af77-4dda-a7b6-c5b8d40b3946
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (1R,2S,3R)-2-(3,5-dihydroxyphenyl)-1-[(S)-ethoxy-(4-hydroxyphenyl)methyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1H-indene-4,6-diol
• InChI: InChI=1S/C30H28O7/c1-2-37-30(17-5-9-20(32)10-6-17)29-24-14-23(35)15-25(36)28(24)26(16-3-7-19(31)8-4-16)27(29)18-11-21(33)13-22(34)12-18/h3-15,26-27,29-36H,2H2,1H3/t26-,27-,29-,30+/m0/s1
• InChI Key: JNTJUEIFNSVAIA-ZSEJKAPFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₇
• Molecular Weight: 500.50 g/mol
• Exact Mass: 500.18350323 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.71
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.6856	68.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8067	80.67%
OATP2B1 inhibitior	-	0.5697	56.97%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.8951	89.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8353	83.53%
P-glycoprotein inhibitior	+	0.6248	62.48%
P-glycoprotein substrate	-	0.5852	58.52%
CYP3A4 substrate	+	0.5428	54.28%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	+	0.3774	37.74%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	+	0.8545	85.45%
CYP2C19 inhibition	+	0.9084	90.84%
CYP2D6 inhibition	-	0.8577	85.77%
CYP1A2 inhibition	+	0.9268	92.68%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	+	0.9406	94.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.7460	74.60%
Skin irritation	-	0.7394	73.94%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9034	90.34%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.7945	79.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.7144	71.44%
Estrogen receptor binding	+	0.7607	76.07%
Androgen receptor binding	+	0.8405	84.05%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	+	0.7721	77.21%
Aromatase binding	-	0.5186	51.86%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.12%	97.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.02%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.22%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL2319	P06870	Kallikrein 1	82.33%	90.95%
CHEMBL3401	O75469	Pregnane X receptor	82.09%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.85%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.49%	95.56%

Plants that contains it

• Cissus quadrangularis

Cross-Links

• PubChem: 10767701
• LOTUS: LTS0032154
• wikiData: Q105132105