(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-6-[(1R,2R,4S,4'S,5'R,6R,7S,8R,9R,12S,13R,16S)-2,4'-dihydroxy-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-4-hydroxy-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: 2abf8815-a435-4bfc-b4ad-6380181bdbaf
• 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)-6-[(1R,2R,4S,4'S,5'R,6R,7S,8R,9R,12S,13R,16S)-2,4'-dihydroxy-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-4-hydroxy-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): CC1COC2(CC1O)C(C3C(O2)CC4(C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C
• SMILES (Isomeric): C[C@@H]1CO[C@@]2(C[C@@H]1O)[C@H]([C@H]3[C@@H](O2)C[C@@]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)C)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
• InChI: InChI=1S/C45H72O18/c1-18-17-56-45(14-26(18)47)19(2)29-27(63-45)15-44(55)25-8-7-22-13-23(9-11-42(22,5)24(25)10-12-43(29,44)6)59-41-38(62-40-35(53)33(51)31(49)21(4)58-40)36(54)37(28(16-46)60-41)61-39-34(52)32(50)30(48)20(3)57-39/h7,18-21,23-41,46-55H,8-17H2,1-6H3/t18-,19+,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-/m1/s1
• InChI Key: SHMHKBDXIIVQMO-SBQOSPSLSA-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: -0.90
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9355	93.55%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	+	0.5983	59.83%
CYP3A4 substrate	+	0.7365	73.65%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7527	75.27%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9106	91.06%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7536	75.36%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7965	79.65%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	-	0.5468	54.68%
Glucocorticoid receptor binding	+	0.6316	63.16%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.7778	77.78%
Honey bee toxicity	-	0.6243	62.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9176	91.76%

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	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.57%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.98%	95.93%
CHEMBL1914	P06276	Butyrylcholinesterase	95.29%	95.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.82%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.25%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	92.59%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.44%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.15%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.83%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.63%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.00%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.91%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.88%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.86%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.44%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.03%	96.90%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.23%	97.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.90%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.17%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.75%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.24%	91.24%

Plants that contains it

• Dracaena cochinchinensis

Cross-Links

• PubChem: 163011733
• LOTUS: LTS0148991
• wikiData: Q105253060