(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6S,6'S,7S,8R,9S,12S,13R,16S)-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-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: e60a3f89-e45f-46bf-96a4-e8da5d61861d
• 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-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6S,6'S,7S,8R,9S,12S,13R,16S)-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-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(C3C(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)C)OC1OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]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)C)O[C@@H]1OC
• InChI: InChI=1S/C46H74O18/c1-19-9-14-46(64-40(19)56-6)20(2)30-27(63-46)16-26-24-8-7-22-15-23(10-12-44(22,4)25(24)11-13-45(26,30)5)58-43-39(62-41-35(53)33(51)31(49)21(3)57-41)37(55)38(29(18-48)60-43)61-42-36(54)34(52)32(50)28(17-47)59-42/h7,19-21,23-43,47-55H,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: NVUZRGZISKJWEE-HALXFFPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• 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	-	0.8887	88.87%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8638	86.38%
P-glycoprotein inhibitior	+	0.7280	72.80%
P-glycoprotein substrate	+	0.5485	54.85%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
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	+	0.7636	76.36%
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	-	0.9116	91.16%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8089	80.89%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8954	89.54%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	-	0.5308	53.08%
Glucocorticoid receptor binding	+	0.5833	58.33%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.7527	75.27%
Honey bee toxicity	-	0.6023	60.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	99.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.38%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.12%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.91%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.85%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.78%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.11%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.11%	86.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.75%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.74%	92.50%
CHEMBL1871	P10275	Androgen Receptor	83.22%	96.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.09%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.99%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%

Plants that contains it

• Lilium longiflorum
• Lilium speciosum

Cross-Links

• PubChem: 162962553
• LOTUS: LTS0053869
• wikiData: Q105186424