[6-(5,6-dimethylhept-6-en-2-yl)-5,14,14-trimethyl-15-pentacyclo[8.8.0.02,4.05,9.013,18]octadecanyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 1215bbbe-becc-4a67-b5a5-d240ac1bd4db
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [6-(5,6-dimethylhept-6-en-2-yl)-5,14,14-trimethyl-15-pentacyclo[8.8.0.02,4.05,9.013,18]octadecanyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(CCC(C)C(=C)C)C1CCC2C1(C3CC3C4C2CCC5C4CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C
• SMILES (Isomeric): CC(CCC(C)C(=C)C)C1CCC2C1(C3CC3C4C2CCC5C4CCC(C5(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C
• InChI: InChI=1S/C39H56O3/c1-23(2)24(3)8-9-25(4)31-18-19-33-29-15-17-32-28(37(29)30-22-34(30)39(31,33)7)16-20-35(38(32,5)6)42-36(41)21-12-26-10-13-27(40)14-11-26/h10-14,21,24-25,28-35,37,40H,1,8-9,15-20,22H2,2-7H3/b21-12+
• InChI Key: KEZXVHCIQLIBOO-CIAFOILYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₆O₃
• Molecular Weight: 572.90 g/mol
• Exact Mass: 572.42294564 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 12.00
• Atomic LogP (AlogP): 9.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.8208	82.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	-	0.2677	26.77%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7124	71.24%
P-glycoprotein substrate	+	0.6669	66.69%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.5976	59.76%
CYP2C9 inhibition	-	0.5851	58.51%
CYP2C19 inhibition	+	0.5988	59.88%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.6793	67.93%
CYP2C8 inhibition	+	0.7622	76.22%
CYP inhibitory promiscuity	-	0.6797	67.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.6226	62.26%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.7665	76.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6510	65.10%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7685	76.85%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.7858	78.58%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.7063	70.63%
Aromatase binding	+	0.6849	68.49%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.6498	64.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5645	56.45%
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
CHEMBL4040	P28482	MAP kinase ERK2	98.97%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.29%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	93.36%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.87%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.12%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.92%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.75%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.09%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.93%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.61%	97.28%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.51%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.37%	97.79%
CHEMBL242	Q92731	Estrogen receptor beta	83.29%	98.35%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.64%	94.97%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.47%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 5320533
• NPASS: NPC170611