(2R,3R,4S,5S,6R)-2-[[(3S,7R,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-7-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f06eebbd-7627-4e34-9418-fb65c6600002
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,7R,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-7-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)O)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]2[C@H](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)O)C)C(C)C
• InChI: InChI=1S/C35H60O7/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/h17,19-21,23-33,36-40H,7-16,18H2,1-6H3/t20-,21-,23+,24-,25+,26+,27+,28-,29+,30-,31+,32-,33-,34+,35-/m1/s1
• InChI Key: CPVAKQVYNLPUBL-IPTQZSAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₀O₇
• Molecular Weight: 592.80 g/mol
• Exact Mass: 592.43390425 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.8456	84.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.5798	57.98%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7412	74.12%
P-glycoprotein inhibitior	+	0.6431	64.31%
P-glycoprotein substrate	+	0.5132	51.32%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.7938	79.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	+	0.4757	47.57%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.5678	56.78%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7353	73.53%
Human Ether-a-go-go-Related Gene inhibition	+	0.7129	71.29%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8109	81.09%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.7501	75.01%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	-	0.5900	59.00%
Glucocorticoid receptor binding	-	0.4648	46.48%
Aromatase binding	+	0.5838	58.38%
PPAR gamma	+	0.5420	54.20%
Honey bee toxicity	-	0.7387	73.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9772	97.72%

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	97.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.24%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.14%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.55%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.01%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	88.06%	98.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.55%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.99%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.09%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.59%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.39%	89.00%

Plants that contains it

• Rosa laevigata

Cross-Links

• PubChem: 13193017
• LOTUS: LTS0029956
• wikiData: Q104967795