[17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hexadecanoate

Details

• Internal ID: 0ce200c9-1e38-4394-bfc6-102f69911c6e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1=C2CC(CCC2(C3CCC4(C(C3C1)CCC4C(C)CCC(CC)C(C)C)C)C)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC1=C2CC(CCC2(C3CCC4(C(C3C1)CCC4C(C)CCC(CC)C(C)C)C)C)OC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C51H90O8/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(53)58-43-32-38-40-26-25-39(35(5)23-24-36(9-2)34(3)4)50(40,6)30-28-41(38)51(7)29-27-37(31-42(43)51)57-49-48(56)47(55)46(54)44(33-52)59-49/h34-41,44,46-49,52,54-56H,8-33H2,1-7H3
• InChI Key: HRUUTUFAJCLFFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₉₀O₈
• Molecular Weight: 831.30 g/mol
• Exact Mass: 830.66356982 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 14.50
• Atomic LogP (AlogP): 11.20
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9283	92.83%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8236	82.36%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	-	0.2375	23.75%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9011	90.11%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6185	61.85%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.7961	79.61%
CYP2C8 inhibition	+	0.6753	67.53%
CYP inhibitory promiscuity	-	0.7622	76.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6856	68.56%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.5191	51.91%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6901	69.01%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8019	80.19%
Acute Oral Toxicity (c)	III	0.6914	69.14%
Estrogen receptor binding	+	0.7975	79.75%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	-	0.6078	60.78%
Glucocorticoid receptor binding	+	0.5444	54.44%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.6502	65.02%
Honey bee toxicity	-	0.7135	71.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5553	55.53%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.89%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.74%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.44%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.29%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.71%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.82%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	92.53%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.46%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.65%	91.24%
CHEMBL299	P17252	Protein kinase C alpha	90.46%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.71%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.57%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.47%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.37%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.54%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	87.27%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.16%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.12%	92.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.08%	94.33%
CHEMBL1907	P15144	Aminopeptidase N	83.51%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.40%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.77%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.74%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.69%	96.61%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.35%	95.00%

Plants that contains it

• Dracaena draco
• Ligularia przewalskii

Cross-Links

• PubChem: 162890276
• LOTUS: LTS0011312
• wikiData: Q105032855