[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-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 (2S)-2-methylbutanoate

Details

• Internal ID: a70e3582-eb0f-46d8-be5c-a67953a366bc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-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 (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=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): CC[C@H](C)C(=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]([C@@H]4CC=C3C2)CC[C@@H]5[C@H](C)CC[C@@H](CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C40H68O7/c1-9-24(5)37(44)45-22-33-34(41)35(42)36(43)38(47-33)46-28-17-19-39(7)27(21-28)13-14-29-31-16-15-30(40(31,8)20-18-32(29)39)25(6)11-12-26(10-2)23(3)4/h13,23-26,28-36,38,41-43H,9-12,14-22H2,1-8H3/t24-,25+,26+,28-,29-,30+,31-,32-,33+,34+,35-,36+,38+,39-,40+/m0/s1
• InChI Key: WNVDKAWCGDWNOJ-VMMTXMFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₈O₇
• Molecular Weight: 661.00 g/mol
• Exact Mass: 660.49650450 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 7.45
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 12

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	-	0.8589	85.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8054	80.54%
P-glycoprotein inhibitior	+	0.7378	73.78%
P-glycoprotein substrate	+	0.5914	59.14%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
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	+	0.6372	63.72%
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	-	0.9220	92.20%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3971	39.71%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7206	72.06%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9368	93.68%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	-	0.6189	61.89%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5195	51.95%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.87%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	92.28%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.23%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.56%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.26%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.04%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.75%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.17%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.38%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.51%	89.05%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.57%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.40%	95.56%

Plants that contains it

• Mentha longifolia

Cross-Links

• PubChem: 163106444
• LOTUS: LTS0076470
• wikiData: Q104415333