(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 23082ff7-57ac-4c52-ac75-17002a4f7d5f
• 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,5R,6R)-4,5-dihydroxy-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC=C7C6(C(CC(C7)O)OC8C(C(C(C(O8)C)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@H]1CO[C@@]2(C[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@H]([C@H]4[C@@H](O2)C[C@@H]5[C@@]4(CC[C@H]6[C@H]5CC=C7[C@@]6([C@@H](C[C@@H](C7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)C)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C
• InChI: InChI=1S/C45H72O18/c1-17-16-56-45(14-27(17)59-41-38(55)35(52)33(50)28(15-46)60-41)18(2)30-26(63-45)13-25-23-8-7-21-11-22(47)12-29(44(21,6)24(23)9-10-43(25,30)5)61-42-39(36(53)32(49)20(4)58-42)62-40-37(54)34(51)31(48)19(3)57-40/h7,17-20,22-42,46-55H,8-16H2,1-6H3/t17-,18+,19+,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: MIMYBDQJJFLDTI-UVXAJVEZSA-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: -0.10
• Atomic LogP (AlogP): -0.82
• 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	-	0.8873	88.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6955	69.55%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	+	0.5515	55.15%
CYP3A4 substrate	+	0.7573	75.73%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
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	+	0.7767	77.67%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9114	91.14%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8065	80.65%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7695	76.95%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8324	83.24%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	-	0.5572	55.72%
Glucocorticoid receptor binding	+	0.6350	63.50%
Aromatase binding	+	0.6391	63.91%
PPAR gamma	+	0.7504	75.04%
Honey bee toxicity	-	0.5528	55.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.39%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.25%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.10%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.77%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.91%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.71%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.76%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.99%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.64%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.30%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.04%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.34%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.83%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.94%	97.25%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.86%	97.53%
CHEMBL1871	P10275	Androgen Receptor	80.81%	96.43%
CHEMBL259	P32245	Melanocortin receptor 4	80.48%	95.38%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.41%	94.50%

Plants that contains it

• Dracaena surculosa

Cross-Links

• PubChem: 10533741
• LOTUS: LTS0116425
• wikiData: Q105165086