(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-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)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d84916d8-e9a1-432c-8dfb-3d4ec2dce86b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-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)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2(CCC(CO2)CO)OC3C1(C4(CCC5C(C4C3)CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)O
• SMILES (Isomeric): C[C@@H]1[C@@]2(CC[C@H](CO2)CO)O[C@@H]3[C@]1([C@]4(CC[C@H]5[C@H]([C@@H]4C3)CC=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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C45H72O20/c1-19-44(11-6-20(14-46)18-58-44)65-29-13-25-23-5-4-21-12-22(7-9-42(21,2)24(23)8-10-43(25,3)45(19,29)57)59-39-36(56)34(54)37(28(17-49)62-39)63-41-38(33(53)31(51)27(16-48)61-41)64-40-35(55)32(52)30(50)26(15-47)60-40/h4,19-20,22-41,46-57H,5-18H2,1-3H3/t19-,20+,22+,23-,24+,25+,26-,27-,28-,29+,30-,31-,32+,33+,34-,35-,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-/m1/s1
• InChI Key: BZLLVDVJWMHWLT-HEPSASJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₂₀
• Molecular Weight: 933.00 g/mol
• Exact Mass: 932.46169468 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8732	87.32%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8354	83.54%
P-glycoprotein inhibitior	+	0.7323	73.23%
P-glycoprotein substrate	+	0.6405	64.05%
CYP3A4 substrate	+	0.7392	73.92%
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	+	0.7928	79.28%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9115	91.15%
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	+	0.8559	85.59%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9476	94.76%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8792	87.92%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	+	0.6027	60.27%
Aromatase binding	+	0.6625	66.25%
PPAR gamma	+	0.7678	76.78%
Honey bee toxicity	-	0.6223	62.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.50%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.25%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.95%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	92.48%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.17%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.95%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.85%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.82%	94.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.48%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	87.40%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.85%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.84%	97.79%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.74%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.15%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.99%	93.56%
CHEMBL325	Q13547	Histone deacetylase 1	83.84%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.40%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.40%	95.56%

Plants that contains it

• Lilium martagon

Cross-Links

• PubChem: 101689896
• LOTUS: LTS0232298
• wikiData: Q104950539