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

Details

• Internal ID: feaed4ee-bc81-4d68-a27f-e415bfdb390b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters > Cholesteryl esters
• IUPAC Name: [(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-7-hydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-hexadec-9-enoate
• SMILES (Canonical): CCCCCCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(CCC4(C3CC=C2C1(C)C)C)C(C)CCCC(C)CO)C)C
• SMILES (Isomeric): CCCCCC/C=C\CCCCCCCC(=O)O[C@@H]1CC[C@@]2([C@H]3CC[C@@]4([C@H](CC[C@]4([C@H]3CC=C2C1(C)C)C)[C@H](C)CCCC(C)CO)C)C
• InChI: InChI=1S/C46H80O3/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-25-42(48)49-41-30-31-44(6)38-29-33-45(7)37(36(3)24-22-23-35(2)34-47)28-32-46(45,8)39(38)26-27-40(44)43(41,4)5/h14-15,27,35-39,41,47H,9-13,16-26,28-34H2,1-8H3/b15-14-/t35?,36-,37-,38+,39+,41-,44-,45-,46+/m1/s1
• InChI Key: AYOZOXPTAUDFLM-IQEFKXHGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀O₃
• Molecular Weight: 681.10 g/mol
• Exact Mass: 680.61074641 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 15.40
• Atomic LogP (AlogP): 13.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8182	81.82%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8436	84.36%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.7813	78.13%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.9548	95.48%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	+	0.6357	63.57%
CYP3A4 substrate	+	0.7241	72.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.7895	78.95%
CYP2C9 inhibition	-	0.6630	66.30%
CYP2C19 inhibition	-	0.7371	73.71%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	+	0.6992	69.92%
CYP inhibitory promiscuity	-	0.5242	52.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.5385	53.85%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.7702	77.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.6457	64.57%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5660	56.60%
skin sensitisation	-	0.7940	79.40%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8619	86.19%
Acute Oral Toxicity (c)	III	0.7286	72.86%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	-	0.5272	52.72%
Glucocorticoid receptor binding	+	0.7000	70.00%
Aromatase binding	+	0.5871	58.71%
PPAR gamma	+	0.6199	61.99%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7357	73.57%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.83%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.34%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.84%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.74%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	95.05%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.56%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.71%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.72%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	91.62%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	91.13%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	89.32%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.14%	90.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.61%	91.81%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.48%	94.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.38%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	85.57%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.26%	95.89%
CHEMBL2885	P07451	Carbonic anhydrase III	84.87%	87.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.48%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.38%	82.50%
CHEMBL1907	P15144	Aminopeptidase N	81.89%	93.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.52%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.83%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.06%	96.47%

Plants that contains it

• Artemisia scoparia

Cross-Links

• PubChem: 101712355
• LOTUS: LTS0258613
• wikiData: Q104921304