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

Details

• Internal ID: 3a047cd8-82c7-4a26-ba7c-a2d2b02903c3
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1-[3-[6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=CC(=C4O)C(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=CC(=C4O)C(=O)C=CC5=CC=C(C=C5)O)O
• InChI: InChI=1S/C40H38O9/c1-21(2)4-11-27-33(44)16-14-29(38(27)47)40(49)36-30(26-12-10-25(42)20-35(26)46)18-22(3)19-31(36)37-34(45)17-13-28(39(37)48)32(43)15-7-23-5-8-24(41)9-6-23/h4-10,12-17,19-20,30-31,36,41-42,44-48H,11,18H2,1-3H3
• InChI Key: LSWPUMCBBKEXMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₈O₉
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.25158279 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.75
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7959	79.59%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9418	94.18%
P-glycoprotein inhibitior	+	0.7691	76.91%
P-glycoprotein substrate	+	0.6863	68.63%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.6092	60.92%
CYP2C9 inhibition	+	0.8435	84.35%
CYP2C19 inhibition	+	0.8392	83.92%
CYP2D6 inhibition	-	0.6643	66.43%
CYP1A2 inhibition	+	0.8647	86.47%
CYP2C8 inhibition	+	0.8142	81.42%
CYP inhibitory promiscuity	+	0.8574	85.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7673	76.73%
Carcinogenicity (trinary)	Non-required	0.7152	71.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9274	92.74%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6104	61.04%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8990	89.90%
Acute Oral Toxicity (c)	III	0.5499	54.99%
Estrogen receptor binding	+	0.8136	81.36%
Androgen receptor binding	+	0.8288	82.88%
Thyroid receptor binding	+	0.6064	60.64%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	+	0.7481	74.81%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.29%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.17%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	89.86%	85.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.74%	95.17%
CHEMBL4208	P20618	Proteasome component C5	86.14%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.03%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.91%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	85.90%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.88%	91.71%
CHEMBL206	P03372	Estrogen receptor alpha	85.50%	97.64%
CHEMBL3194	P02766	Transthyretin	84.55%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.95%	99.15%
CHEMBL2535	P11166	Glucose transporter	80.64%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.28%	93.56%

Plants that contains it

• Artocarpus heterophyllus
• Morus alba

Cross-Links

• PubChem: 73818303
• LOTUS: LTS0014346
• wikiData: Q105156809