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

Details

• Internal ID: e0373ce5-6401-48e3-a17b-17ce8640535b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-2-[(1R,2S,4S,5'R,6S,6'R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O)C)O[C@H]1OC
• InChI: InChI=1S/C46H74O19/c1-19-9-14-45(65-39(19)57-6)21(3)46(56)29(64-45)16-26-24-8-7-22-15-23(10-12-43(22,4)25(24)11-13-44(26,46)5)59-42-38(63-40-34(53)32(51)30(49)20(2)58-40)36(55)37(28(18-48)61-42)62-41-35(54)33(52)31(50)27(17-47)60-41/h7,19-21,23-42,47-56H,8-18H2,1-6H3/t19-,20+,21-,23+,24-,25+,26+,27-,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-,38-,39-,40+,41+,42-,43+,44+,45+,46-/m1/s1
• InChI Key: XGFRIBDUOXHIRO-HDTRMTABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₉
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.48243013 g/mol
• Topological Polar Surface Area (TPSA): 285.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8903	89.03%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8715	87.15%
P-glycoprotein inhibitior	+	0.7356	73.56%
P-glycoprotein substrate	+	0.6421	64.21%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7867	78.67%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.8970	89.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7864	78.64%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8897	88.97%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	-	0.5225	52.25%
Glucocorticoid receptor binding	+	0.6059	60.59%
Aromatase binding	+	0.6577	65.77%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.6206	62.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	98.86%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.75%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.84%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.37%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.25%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.24%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.45%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.86%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.77%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.01%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.71%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.22%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.71%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	83.33%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.16%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.10%	97.33%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.39%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.18%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.10%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.04%	97.36%
CHEMBL2996	Q05655	Protein kinase C delta	80.00%	97.79%

Plants that contains it

• Lilium candidum

Cross-Links

• PubChem: 100917663
• LOTUS: LTS0261344
• wikiData: Q105327570