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

Details

• Internal ID: 5205afdb-cfbc-4a8c-91d9-042766bc926b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-17-[(2S)-1-[(2S,4R,5R)-5-hydroxy-4-methyloxolan-2-yl]-1-oxopropan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1CC(OC1O)C(=O)C(C)C2C(=O)CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C
• SMILES (Isomeric): C[C@@H]1C[C@H](O[C@H]1O)C(=O)[C@@H](C)[C@H]2C(=O)C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C
• InChI: InChI=1S/C45H70O18/c1-17-13-27(60-40(17)56)30(48)18(2)29-26(47)15-25-23-8-7-21-14-22(9-11-44(21,5)24(23)10-12-45(25,29)6)59-43-39(63-42-36(54)34(52)32(50)20(4)58-42)37(55)38(28(16-46)61-43)62-41-35(53)33(51)31(49)19(3)57-41/h7,17-20,22-25,27-29,31-43,46,49-56H,8-16H2,1-6H3/t17-,18+,19+,20+,22+,23-,24+,25+,27+,28-,29+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40-,41+,42+,43-,44+,45+/m1/s1
• InChI Key: YQEUQSJBTRPIAC-BASBAOOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₈
• Molecular Weight: 899.00 g/mol
• Exact Mass: 898.45621538 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8396	83.96%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8793	87.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.8546	85.46%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5197	51.97%
BSEP inhibitior	+	0.7555	75.55%
P-glycoprotein inhibitior	+	0.7384	73.84%
P-glycoprotein substrate	+	0.6153	61.53%
CYP3A4 substrate	+	0.7482	74.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8464	84.64%
CYP2C9 inhibition	-	0.8868	88.68%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	+	0.6828	68.28%
CYP inhibitory promiscuity	-	0.9030	90.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5054	50.54%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9109	91.09%
Skin irritation	+	0.5793	57.93%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9336	93.36%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9423	94.23%
Acute Oral Toxicity (c)	III	0.5700	57.00%
Estrogen receptor binding	+	0.8514	85.14%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	-	0.5198	51.98%
Glucocorticoid receptor binding	+	0.7036	70.36%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.6526	65.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.62%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.75%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.51%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.53%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.78%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.42%	89.05%
CHEMBL1937	Q92769	Histone deacetylase 2	83.58%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.47%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.99%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.97%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	81.75%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.02%	90.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.53%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.52%	93.04%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%

Plants that contains it

• Solanum anguivi

Cross-Links

• PubChem: 162988444
• LOTUS: LTS0228000
• wikiData: Q105352198