[(2R,3S,4S,5R,6R)-6-[[(3R,5S,9S,10R,13S,14R,17R)-17-[(Z,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate

Details

• Internal ID: 7f42a321-da89-4285-9ceb-edd6b514b594
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3R,5S,9S,10R,13S,14R,17R)-17-[(Z,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4=CCC3C2)CCC5C(C)C=CC(CC)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2CC[C@]3([C@@H]4CC[C@@]5([C@H](C4=CC[C@H]3C2)CC[C@@H]5[C@H](C)/C=C\[C@H](CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C51H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h23-24,26,35-39,41-44,46-49,53-55H,8-22,25,27-34H2,1-7H3/b24-23-/t36-,37+,38+,39-,41-,42+,43-,44-,46-,47+,48-,49-,50-,51+/m1/s1
• InChI Key: MHTLMDOOOKZQCO-XNQUSWTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₈O₇
• Molecular Weight: 813.20 g/mol
• Exact Mass: 812.65300514 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 14.10
• Atomic LogP (AlogP): 11.66
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.7291	72.91%
OATP1B1 inhibitior	+	0.8255	82.55%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9168	91.68%
P-glycoprotein inhibitior	+	0.7371	73.71%
P-glycoprotein substrate	+	0.5691	56.91%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.7605	76.05%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.5859	58.59%
CYP inhibitory promiscuity	-	0.7486	74.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9084	90.84%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7086	70.86%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5884	58.84%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8435	84.35%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8429	84.29%
Androgen receptor binding	+	0.6316	63.16%
Thyroid receptor binding	-	0.6066	60.66%
Glucocorticoid receptor binding	+	0.6124	61.24%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.7776	77.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6823	68.23%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.76%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.60%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.54%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	96.43%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.57%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.62%	85.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.44%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.19%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.21%	85.94%
CHEMBL299	P17252	Protein kinase C alpha	91.71%	98.03%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.70%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.78%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.56%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.73%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.03%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.91%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.09%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.94%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.12%	96.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.00%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.73%	96.38%
CHEMBL2514	O95665	Neurotensin receptor 2	83.63%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL5028	O14672	ADAM10	81.33%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.14%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.55%	95.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.41%	80.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.14%	96.00%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 163077676
• LOTUS: LTS0171968
• wikiData: Q105164119