[6-[[17-(5-ethyl-6-methylheptan-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]-3,4,5-trihydroxyoxan-2-yl]methyl octadeca-9,12-dienoate

Details

• Internal ID: 45114d08-e4c5-4007-96e4-5f2f79833fcb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [6-[[17-(5-ethyl-6-methylheptan-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]-3,4,5-trihydroxyoxan-2-yl]methyl octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C53H90O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-47(54)58-36-46-48(55)49(56)50(57)51(60-46)59-41-31-33-52(6)40(35-41)27-28-42-44-30-29-43(53(44,7)34-32-45(42)52)38(5)25-26-39(9-2)37(3)4/h13-14,16-17,27,37-39,41-46,48-51,55-57H,8-12,15,18-26,28-36H2,1-7H3
• InChI Key: LGOFPEZSCRRDEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₇
• Molecular Weight: 839.30 g/mol
• Exact Mass: 838.66865521 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 14.60
• Atomic LogP (AlogP): 12.21
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.7291	72.91%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9298	92.98%
P-glycoprotein inhibitior	+	0.7369	73.69%
P-glycoprotein substrate	+	0.7017	70.17%
CYP3A4 substrate	+	0.7600	76.00%
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	+	0.7432	74.32%
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	-	0.9067	90.67%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3693	36.93%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9469	94.69%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.7199	71.99%
Thyroid receptor binding	-	0.5910	59.10%
Glucocorticoid receptor binding	+	0.6277	62.77%
Aromatase binding	+	0.5689	56.89%
PPAR gamma	+	0.6891	68.91%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7178	71.78%
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
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	98.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.34%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.41%	94.45%
CHEMBL240	Q12809	HERG	97.36%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.00%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.44%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	94.39%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.96%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.89%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.23%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.58%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.41%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.50%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.88%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.25%	96.43%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.10%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.97%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.56%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.96%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.12%	97.50%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.80%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.31%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	80.91%	94.73%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.61%	85.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Actaea racemosa
• Capsicum annuum
• Edgeworthia chrysantha
• Ficus carica

Cross-Links

• PubChem: 75072327
• LOTUS: LTS0033895
• wikiData: Q105151487