hexyl 4-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]benzoate

Details

• Internal ID: a348d76e-d013-4b14-8afe-94f4edd7904a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: hexyl 4-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]benzoate
• SMILES (Canonical): CCCCCCOC(=O)C1=CC=C(C=C1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)C=CC(CC)C(C)C)C)C
• SMILES (Isomeric): CCCCCCOC(=O)C1=CC=C(C=C1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)CC[C@@H]5[C@H](C)/C=C/[C@@H](CC)C(C)C)C)C
• InChI: InChI=1S/C42H64O3/c1-8-10-11-12-27-44-40(43)32-15-18-34(19-16-32)45-35-23-25-41(6)33(28-35)17-20-36-38-22-21-37(42(38,7)26-24-39(36)41)30(5)13-14-31(9-2)29(3)4/h13-19,29-31,35-39H,8-12,20-28H2,1-7H3/b14-13+/t30-,31-,35+,36+,37-,38+,39+,41+,42-/m1/s1
• InChI Key: RUXSJGOKSGFEHU-JWNTXARASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₃
• Molecular Weight: 617.00 g/mol
• Exact Mass: 616.48554590 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 13.10
• Atomic LogP (AlogP): 11.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 13

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	-	0.7970	79.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8161	81.61%
OATP2B1 inhibitior	-	0.5771	57.71%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9965	99.65%
P-glycoprotein inhibitior	+	0.8256	82.56%
P-glycoprotein substrate	+	0.6601	66.01%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8095	80.95%
CYP3A4 inhibition	-	0.7512	75.12%
CYP2C9 inhibition	-	0.5999	59.99%
CYP2C19 inhibition	+	0.7796	77.96%
CYP2D6 inhibition	-	0.8410	84.10%
CYP1A2 inhibition	-	0.7046	70.46%
CYP2C8 inhibition	+	0.7924	79.24%
CYP inhibitory promiscuity	+	0.7196	71.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4899	48.99%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.7343	73.43%
Skin corrosion	-	0.9814	98.14%
Ames mutagenesis	-	0.8637	86.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6661	66.61%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6215	62.15%
skin sensitisation	-	0.7529	75.29%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.8375	83.75%
Androgen receptor binding	+	0.8139	81.39%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	+	0.6873	68.73%
Aromatase binding	+	0.5521	55.21%
PPAR gamma	+	0.6474	64.74%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7487	74.87%
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
CHEMBL240	Q12809	HERG	99.07%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.29%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.14%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL4072	P07858	Cathepsin B	96.88%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.75%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL202	P00374	Dihydrofolate reductase	94.87%	89.92%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.56%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.98%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.73%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.38%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.20%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.52%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.77%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.62%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.42%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.97%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.43%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.33%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.54%	95.71%
CHEMBL1907	P15144	Aminopeptidase N	82.10%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Aconitum brevicalcaratum
• Ammodendron conollyi
• Cirsium dipsacolepis
• Cocculus diversifolius
• Crinum kirkii
• Cytisus scoparius
• Heliomeris longifolia var. annua
• Hypericum triquetrifolium
• Isodon japonicus
• Knightia deplanchei
• Mallotus rhamnifolius
• Malva sylvestris
• Mesembryanthemum emarcidum
• Nerium oleander
• Plantago lanceolata
• Ptilidium ciliare
• Scutellaria seleriana
• Solanum pimpinellifolium
• Teucrium pestalozzae
• Trichotosia subsessilis
• Trifolium apertum
• Tripodanthus acutifolius
• Veronica pectinata

Cross-Links

• PubChem: 60168070
• NPASS: NPC273920
• LOTUS: LTS0237919
• wikiData: Q105245862