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

Details

• Internal ID: 097f5cce-14a3-4bb3-b87c-5b83b597f97a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
• InChI: InChI=1S/C35H58O7/c1-7-21(19(2)3)9-8-20(4)24-10-11-25-29-26(13-15-35(24,25)6)34(5)14-12-23(16-22(34)17-27(29)37)41-33-32(40)31(39)30(38)28(18-36)42-33/h17,19-21,23-26,28-33,36,38-40H,7-16,18H2,1-6H3/t20-,21-,23+,24-,25+,26+,28-,29+,30-,31+,32-,33-,34+,35-/m1/s1
• InChI Key: FCVMOPRCAKSDFE-JUERTLPWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₇
• Molecular Weight: 590.80 g/mol
• Exact Mass: 590.41825418 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 9

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	-	0.8391	83.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8236	82.36%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	-	0.2375	23.75%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.4886	48.86%
P-glycoprotein inhibitior	+	0.6766	67.66%
P-glycoprotein substrate	-	0.5096	50.96%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
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	+	0.4464	44.64%
CYP inhibitory promiscuity	-	0.7622	76.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6856	68.56%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.5191	51.91%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.8324	83.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4271	42.71%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7456	74.56%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7995	79.95%
Acute Oral Toxicity (c)	III	0.6914	69.14%
Estrogen receptor binding	+	0.7621	76.21%
Androgen receptor binding	+	0.8033	80.33%
Thyroid receptor binding	-	0.5914	59.14%
Glucocorticoid receptor binding	+	0.5819	58.19%
Aromatase binding	+	0.5642	56.42%
PPAR gamma	+	0.5567	55.67%
Honey bee toxicity	-	0.7476	74.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.29%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.96%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.72%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.69%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.80%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.81%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL240	Q12809	HERG	82.20%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.34%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.85%	93.56%

Plants that contains it

• Casimiroa tetrameria
• Clematicissus simsiana
• Colchicum speciosum
• Heliomeris multiflora
• Ligularia dentata
• Rosa laevigata
• Senecio vernalis

Cross-Links

• PubChem: 101615132
• NPASS: NPC2701
• LOTUS: LTS0195048
• wikiData: Q104993395