(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 16a4a40e-58e0-48ff-935f-0cd4a92a499d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC8C7(C(C9(O8)CCC(CO9)CO)C)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[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)C[C@H]8[C@@]7([C@@H]([C@]9(O8)CC[C@H](CO9)CO)C)O)C)C)CO)O)O)O
• InChI: InChI=1S/C45H72O18/c1-19-30(48)32(50)34(52)39(57-19)61-37-28(17-47)60-41(38(36(37)54)62-40-35(53)33(51)31(49)20(2)58-40)59-24-9-11-42(4)23(14-24)6-7-25-26(42)10-12-43(5)27(25)15-29-45(43,55)21(3)44(63-29)13-8-22(16-46)18-56-44/h6,19-22,24-41,46-55H,7-18H2,1-5H3/t19-,20-,21+,22-,24-,25+,26-,27-,28+,29-,30-,31-,32+,33+,34+,35+,36-,37+,38+,39-,40-,41+,42-,43-,44+,45+/m0/s1
• InChI Key: QRLNYFWBVWUKJA-WFIHUWAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₈
• Molecular Weight: 901.00 g/mol
• Exact Mass: 900.47186544 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8924	89.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8931	89.31%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.6679	66.79%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7996	79.96%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7966	79.66%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9476	94.76%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8589	85.89%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8428	84.28%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	-	0.5577	55.77%
Glucocorticoid receptor binding	+	0.5927	59.27%
Aromatase binding	+	0.6838	68.38%
PPAR gamma	+	0.7740	77.40%
Honey bee toxicity	-	0.6137	61.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.09%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	95.90%	95.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.91%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	86.88%	95.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.60%	96.61%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.94%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.17%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.67%	91.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.38%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.14%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.13%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.13%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.95%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.77%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.09%	94.08%

Plants that contains it

• Smilax menispermoidea
• Solanum incanum

Cross-Links

• PubChem: 163005460
• LOTUS: LTS0000769
• wikiData: Q105226471