[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-pentan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 7960392d-0120-46e4-9dae-beddef5a5d76
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-pentan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C
• SMILES (Isomeric): CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C
• InChI: InChI=1S/C38H58O10/c1-9-10-21(2)29-13-14-30-28-12-11-26-19-27(15-17-37(26,7)31(28)16-18-38(29,30)8)47-36-35(46-25(6)42)34(45-24(5)41)33(44-23(4)40)32(48-36)20-43-22(3)39/h11,21,27-36H,9-10,12-20H2,1-8H3/t21-,27+,28+,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-/m1/s1
• InChI Key: CNABFCDKLZBREJ-ZJGFXHEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₀
• Molecular Weight: 674.90 g/mol
• Exact Mass: 674.40299804 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	-	0.8303	83.03%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7585	75.85%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.8148	81.48%
P-glycoprotein substrate	-	0.5214	52.14%
CYP3A4 substrate	+	0.7500	75.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.7933	79.33%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8357	83.57%
CYP2C8 inhibition	+	0.5741	57.41%
CYP inhibitory promiscuity	-	0.6684	66.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9089	90.89%
Skin irritation	+	0.5725	57.25%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6387	63.87%
skin sensitisation	-	0.9016	90.16%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7109	71.09%
Acute Oral Toxicity (c)	III	0.5865	58.65%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6956	69.56%
Thyroid receptor binding	-	0.5767	57.67%
Glucocorticoid receptor binding	+	0.7387	73.87%
Aromatase binding	+	0.6500	65.00%
PPAR gamma	+	0.6863	68.63%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	99.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.21%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.89%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	92.30%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.85%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.07%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.99%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.29%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.31%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.01%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.61%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.47%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.77%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	81.26%	98.59%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.16%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.58%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.48%	94.08%

Plants that contains it

• Pinus sibirica

Cross-Links

• PubChem: 162973563
• LOTUS: LTS0031242
• wikiData: Q104965478