(E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-[(E)-3-methylbut-1-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: 0e6f40de-86c5-41e0-ba02-6df55a473c9a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-[(E)-3-methylbut-1-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)C=CC(C)C)O)C4=C(C=CC(=C4O)C(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)/C=C/C(C)C)O)C4=C(C=CC(=C4O)C(=O)/C=C/C5=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/h4-17,19-21,30-31,36,41-42,44-48H,18H2,1-3H3/b11-4+,15-7+/t30-,31+,36-/m1/s1
• InChI Key: SVCKJKFQSRWVEF-OAWVRNOBSA-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: 8.00
• Atomic LogP (AlogP): 7.91
• 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	+	0.9840	98.40%
Caco-2	-	0.8477	84.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8555	85.55%
OATP2B1 inhibitior	+	0.5739	57.39%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.8676	86.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	+	0.7561	75.61%
P-glycoprotein substrate	+	0.6741	67.41%
CYP3A4 substrate	+	0.6567	65.67%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.5250	52.50%
CYP2C9 inhibition	+	0.9056	90.56%
CYP2C19 inhibition	+	0.8805	88.05%
CYP2D6 inhibition	-	0.7440	74.40%
CYP1A2 inhibition	+	0.9101	91.01%
CYP2C8 inhibition	+	0.7979	79.79%
CYP inhibitory promiscuity	+	0.8692	86.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7526	75.26%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9283	92.83%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6112	61.12%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9244	92.44%
Acute Oral Toxicity (c)	III	0.5494	54.94%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.8524	85.24%
Thyroid receptor binding	+	0.6323	63.23%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	-	0.5454	54.54%
PPAR gamma	+	0.7561	75.61%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	98.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.91%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.51%	93.56%
CHEMBL206	P03372	Estrogen receptor alpha	91.38%	97.64%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.59%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.23%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.45%	93.99%
CHEMBL2535	P11166	Glucose transporter	88.33%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.63%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.84%	85.00%
CHEMBL3194	P02766	Transthyretin	84.56%	90.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.55%	90.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.12%	97.36%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.56%	100.00%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 163194405
• LOTUS: LTS0185746
• wikiData: Q105261811