(2S)-2-[(3S,8S,9S,10R,13S,14S,16R,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one

Details

• Internal ID: c115dfbc-c78f-4a0e-86ef-a0f1cf41dff3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S)-2-[(3S,8S,9S,10R,13S,14S,16R,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(C6C(C)C(=O)CCC(C)COC7C(C(C(C(O7)CO)O)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)C[C@H]([C@@H]6[C@H](C)C(=O)CCC(C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C45H74O18/c1-19(18-58-41-37(55)35(53)33(51)29(16-46)61-41)6-9-27(48)20(2)31-28(49)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)60-43-39(57)36(54)40(30(17-47)62-43)63-42-38(56)34(52)32(50)21(3)59-42/h7,19-21,23-26,28-43,46-47,49-57H,6,8-18H2,1-5H3/t19?,20-,21+,23+,24-,25+,26+,28-,29-,30-,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44+,45+/m1/s1
• InChI Key: ILXXMYNIRCQYPP-DAISYDLXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7838	78.38%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.7110	71.10%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.6457	64.57%
CYP3A4 substrate	+	0.7513	75.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	+	0.6713	67.13%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9105	91.05%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.9178	91.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7754	77.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9429	94.29%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.8600	86.00%
Androgen receptor binding	+	0.7441	74.41%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	+	0.7148	71.48%
Aromatase binding	+	0.6890	68.90%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.6463	64.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9296	92.96%

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	99.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.63%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.80%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.32%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.34%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.66%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.27%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.07%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.44%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.27%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.22%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.54%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.80%	98.46%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.38%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL5028	O14672	ADAM10	82.82%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	82.59%	98.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 10819557
• LOTUS: LTS0152920
• wikiData: Q105115542