(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13S,14S,16S,18S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7f97cc5d-f3c8-48c2-9010-85003754a296
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13S,14S,16S,18S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(C(CC(C6)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C)OC1
• 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[C@@H]6[C@@]5([C@H](C[C@H](C6)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C38H62O12/c1-17-8-11-38(46-15-17)18(2)28-26(50-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)48-35-33(30(42)25(40)16-45-35)49-34-32(44)31(43)29(41)19(3)47-34/h17-35,39-44H,6-16H2,1-5H3/t17-,18-,19-,20-,21-,22+,23-,24-,25+,26-,27-,28-,29-,30-,31+,32+,33+,34-,35-,36-,37-,38+/m0/s1
• InChI Key: MCCMBWOVCYTIKJ-HYHLUXJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₂
• Molecular Weight: 710.90 g/mol
• Exact Mass: 710.42412741 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5882	58.82%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6302	63.02%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8296	82.96%
P-glycoprotein inhibitior	+	0.6952	69.52%
P-glycoprotein substrate	-	0.5254	52.54%
CYP3A4 substrate	+	0.7533	75.33%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9657	96.57%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	+	0.7198	71.98%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7209	72.09%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8043	80.43%
Acute Oral Toxicity (c)	I	0.7341	73.41%
Estrogen receptor binding	+	0.6687	66.87%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	-	0.6336	63.36%
Glucocorticoid receptor binding	-	0.4933	49.33%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.6320	63.20%
Honey bee toxicity	-	0.5195	51.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8357	83.57%

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	96.33%	96.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	95.44%	97.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.17%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	91.36%	98.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.10%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.70%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.66%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.50%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.38%	97.36%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.71%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.43%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.34%	97.25%
CHEMBL233	P35372	Mu opioid receptor	87.06%	97.93%
CHEMBL259	P32245	Melanocortin receptor 4	87.05%	95.38%
CHEMBL237	P41145	Kappa opioid receptor	86.66%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.40%	92.86%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.26%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	85.12%	95.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.98%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.82%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	83.59%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.36%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.83%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.46%	92.62%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.09%	94.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.99%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.85%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.09%	92.78%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 74538723
• NPASS: NPC250308