(3S,5S,6R)-6-[(16-hydroxy-7,9-dimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-13-yl)methoxy]-3-[(2S,3S,5S)-3-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 612b543d-dc73-4ece-90ee-f16371e1f312
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (3S,5S,6R)-6-[(16-hydroxy-7,9-dimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-13-yl)methoxy]-3-[(2S,3S,5S)-3-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)COC6C(C(C(C(O6)CO)(O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)OC11CCC(=C)CO1
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@H]2C(O[C@H]([C@H](C2O[C@H]3[C@H](C([C@H](C(O3)CO)O)O)O)O)O[C@@]4(C(O[C@H]([C@H](C4O)O)OCC56CCC(CC5=CCC7C6CCC8(C7CC9C8C(C1(O9)CCC(=C)CO1)C)C)O)CO)O)CO)O)O)O
• InChI: InChI=1S/C51H80O24/c1-20-7-12-50(67-18-20)21(2)32-28(74-50)14-27-25-6-5-23-13-24(55)8-11-49(23,26(25)9-10-48(27,32)4)19-66-44-40(63)43(64)51(65,31(17-54)71-44)75-47-39(62)42(73-46-38(61)36(59)34(57)29(15-52)69-46)41(30(16-53)70-47)72-45-37(60)35(58)33(56)22(3)68-45/h5,21-22,24-47,52-65H,1,6-19H2,2-4H3/t21?,22-,24?,25?,26?,27?,28?,29?,30?,31?,32?,33-,34+,35+,36?,37+,38+,39+,40+,41+,42?,43?,44-,45?,46+,47+,48?,49?,50?,51-/m1/s1
• InChI Key: IMGNAZDPUFFGSQ-HJWJOHAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₄
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.50395341 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.75
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7345	73.45%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9048	90.48%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	+	0.7260	72.60%
CYP3A4 substrate	+	0.7549	75.49%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8259	82.59%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.8177	81.77%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9058	90.58%
Skin irritation	+	0.5100	51.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8366	83.66%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6195	61.95%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9578	95.78%
Acute Oral Toxicity (c)	I	0.5214	52.14%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	+	0.6801	68.01%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.7872	78.72%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.51%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	90.81%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.71%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.67%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.22%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.52%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.08%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.29%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	84.88%	98.35%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.85%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	82.12%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.67%	93.56%
CHEMBL1977	P11473	Vitamin D receptor	80.91%	99.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.23%	97.86%

Plants that contains it

• Agave decipiens

Cross-Links

• PubChem: 162817614
• LOTUS: LTS0252673
• wikiData: Q105115649