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

Details

• Internal ID: e18beb72-3583-40c0-8ce7-1c3908664ceb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S)-2-[(3S,8R,9S,10R,13S,14S,16S,17S)-16-[(2S,3R,4S,5S)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-methylheptan-3-one
• SMILES (Canonical): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H](C(=O)CCC(C)C)[C@]1([C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C43H70O17/c1-19(2)6-9-26(46)20(3)43(54)30(15-25-23-8-7-21-14-22(45)10-12-41(21,4)24(23)11-13-42(25,43)5)59-39-36(53)37(27(47)17-55-39)60-38-34(51)32(49)29(18-56-38)58-40-35(52)33(50)31(48)28(16-44)57-40/h7,19-20,22-25,27-40,44-45,47-54H,6,8-18H2,1-5H3/t20-,22+,23-,24+,25+,27+,28-,29-,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,40+,41+,42+,43-/m1/s1
• InChI Key: MAUGDQDERLSTDG-DOHHNZGASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₇
• Molecular Weight: 859.00 g/mol
• Exact Mass: 858.46130076 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8258	82.58%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	-	0.3515	35.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	+	0.7370	73.70%
P-glycoprotein substrate	+	0.7166	71.66%
CYP3A4 substrate	+	0.7539	75.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.8769	87.69%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	+	0.7361	73.61%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7200	72.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9141	91.41%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8451	84.51%
Androgen receptor binding	+	0.7585	75.85%
Thyroid receptor binding	-	0.5835	58.35%
Glucocorticoid receptor binding	+	0.6060	60.60%
Aromatase binding	+	0.6525	65.25%
PPAR gamma	+	0.7516	75.16%
Honey bee toxicity	-	0.6031	60.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9477	94.77%

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	98.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.39%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	92.19%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.12%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.18%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.37%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.41%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.11%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.32%	89.05%
CHEMBL5255	O00206	Toll-like receptor 4	84.17%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.37%	92.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.27%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.75%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.71%	82.50%
CHEMBL5028	O14672	ADAM10	81.64%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.44%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.30%	96.47%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 10509793
• LOTUS: LTS0002863
• wikiData: Q105160534