[(3S,10R,13R,17R)-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 1787e013-551f-45d0-b46a-a9951d909e6b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters > Cholesteryl esters
• IUPAC Name: [(3S,10R,13R,17R)-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C=CC5=CC(=C(C=C5)O)OC)C)C
• SMILES (Isomeric): CC(C)CCCC(C)[C@H]1CCC2[C@@]1(CCC3C2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)/C=C\C5=CC(=C(C=C5)O)OC)C)C
• InChI: InChI=1S/C37H54O4/c1-24(2)8-7-9-25(3)30-14-15-31-29-13-12-27-23-28(18-20-36(27,4)32(29)19-21-37(30,31)5)41-35(39)17-11-26-10-16-33(38)34(22-26)40-6/h10-12,16-17,22,24-25,28-32,38H,7-9,13-15,18-21,23H2,1-6H3/b17-11-/t25?,28-,29?,30+,31?,32?,36-,37+/m0/s1
• InChI Key: CPBQNAKTSMCPNH-MXSZASKGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₄
• Molecular Weight: 562.80 g/mol
• Exact Mass: 562.40221020 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 10.80
• Atomic LogP (AlogP): 9.37
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.7747	77.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8286	82.86%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	-	0.2551	25.51%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9939	99.39%
P-glycoprotein inhibitior	+	0.8133	81.33%
P-glycoprotein substrate	+	0.6872	68.72%
CYP3A4 substrate	+	0.7487	74.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.6816	68.16%
CYP2C9 inhibition	-	0.6449	64.49%
CYP2C19 inhibition	-	0.5541	55.41%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.5925	59.25%
CYP2C8 inhibition	+	0.7833	78.33%
CYP inhibitory promiscuity	-	0.7189	71.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9220	92.20%
Carcinogenicity (trinary)	Non-required	0.6436	64.36%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9449	94.49%
Skin irritation	-	0.6199	61.99%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5672	56.72%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9644	96.44%
Acute Oral Toxicity (c)	IV	0.6119	61.19%
Estrogen receptor binding	+	0.8458	84.58%
Androgen receptor binding	+	0.8010	80.10%
Thyroid receptor binding	-	0.5198	51.98%
Glucocorticoid receptor binding	+	0.7561	75.61%
Aromatase binding	+	0.6611	66.11%
PPAR gamma	+	0.6333	63.33%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.36%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.02%	85.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.86%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.63%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.06%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.57%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.75%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.07%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.03%	92.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.38%	90.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.59%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.50%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.48%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.16%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.15%	93.56%
CHEMBL4581	P52732	Kinesin-like protein 1	83.53%	93.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.04%	99.15%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.97%	94.08%
CHEMBL1907	P15144	Aminopeptidase N	82.14%	93.31%
CHEMBL226	P30542	Adenosine A1 receptor	81.95%	95.93%
CHEMBL5028	O14672	ADAM10	81.52%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.42%	91.19%
CHEMBL240	Q12809	HERG	80.59%	89.76%

Plants that contains it

• Aloe vera
• Arachis hypogaea
• Brassica rapa
• Cucumis melo
• Dioscorea polystachya
• Lycium chinense
• Oryza sativa
• Phoenix dactylifera
• Spinacia oleracea

Cross-Links

• PubChem: 5315843
• NPASS: NPC110297