(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',16-triol

Details

• Internal ID: 249d84da-a4da-4d1b-ada8-0a0742388eaf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',16-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19C(C(C(=C)CO9)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@]19[C@H]([C@H](C(=C)CO9)O)O
• InChI: InChI=1S/C43H66O18/c1-16-13-56-43(37(53)29(16)47)17(2)28-26(61-43)12-23-21-7-6-19-10-20(44)11-27(42(19,5)22(21)8-9-41(23,28)4)58-40-36(60-39-34(52)32(50)30(48)18(3)57-39)35(25(46)15-55-40)59-38-33(51)31(49)24(45)14-54-38/h6,17-18,20-40,44-53H,1,7-15H2,2-5H3/t17-,18-,20+,21+,22-,23-,24+,25-,26-,27+,28-,29-,30-,31-,32+,33+,34+,35-,36+,37-,38-,39-,40-,41-,42-,43-/m0/s1
• InChI Key: BTPXTFRSIGTXMO-NTJZZXPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₈
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.42491525 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8175	81.75%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6670	66.70%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	+	0.7142	71.42%
CYP3A4 substrate	+	0.7574	75.74%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8869	88.69%
CYP2C8 inhibition	+	0.7752	77.52%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5237	52.37%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9133	91.33%
Skin irritation	+	0.4941	49.41%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7677	76.77%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6195	61.95%
skin sensitisation	-	0.8895	88.95%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	I	0.4479	44.79%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	+	0.7410	74.10%
Thyroid receptor binding	-	0.5825	58.25%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	+	0.7237	72.37%
Honey bee toxicity	-	0.5661	56.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	97.71%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.21%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.72%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.32%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL1871	P10275	Androgen Receptor	88.49%	96.43%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.98%	94.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.89%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.40%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.58%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.48%	92.88%
CHEMBL3401	O75469	Pregnane X receptor	82.46%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.41%	92.94%
CHEMBL204	P00734	Thrombin	80.42%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.35%	92.62%

Plants that contains it

• Beaucarnea recurvata

Cross-Links

• PubChem: 10260048
• LOTUS: LTS0050170
• wikiData: Q104945786