(E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: cf1bc7d9-4998-46ab-9ea3-0e9a8c36de92
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C40H38O8/c1-22(2)4-14-28-34(44)18-16-30(38(28)46)40(48)36-31(25-8-12-27(42)13-9-25)20-23(3)21-32(36)37-35(45)19-15-29(39(37)47)33(43)17-7-24-5-10-26(41)11-6-24/h4-13,15-19,21,31-32,36,41-42,44-47H,14,20H2,1-3H3/b17-7+/t31-,32+,36-/m1/s1
• InChI Key: SUQUIVSLHDOSQP-SYBRWDKMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₈O₈
• Molecular Weight: 646.70 g/mol
• Exact Mass: 646.25666817 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 8.04
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.8707	87.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7948	79.48%
OATP2B1 inhibitior	+	0.5743	57.43%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.8368	83.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9611	96.11%
P-glycoprotein inhibitior	+	0.7834	78.34%
P-glycoprotein substrate	+	0.5234	52.34%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.6784	67.84%
CYP2C9 inhibition	+	0.8534	85.34%
CYP2C19 inhibition	+	0.8216	82.16%
CYP2D6 inhibition	-	0.7485	74.85%
CYP1A2 inhibition	+	0.8759	87.59%
CYP2C8 inhibition	+	0.7671	76.71%
CYP inhibitory promiscuity	+	0.8124	81.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7483	74.83%
Carcinogenicity (trinary)	Non-required	0.7151	71.51%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.8062	80.62%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9218	92.18%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.5484	54.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7764	77.64%
Acute Oral Toxicity (c)	III	0.6065	60.65%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7957	79.57%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.7953	79.53%
Aromatase binding	-	0.5284	52.84%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.7982	79.82%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.96%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.05%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	91.43%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.09%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.21%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.82%	96.95%
CHEMBL4208	P20618	Proteasome component C5	85.66%	90.00%
CHEMBL206	P03372	Estrogen receptor alpha	84.71%	97.64%
CHEMBL3194	P02766	Transthyretin	84.53%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.90%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.16%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.99%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.72%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.21%	95.50%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 45375891
• LOTUS: LTS0066918
• wikiData: Q105261304