[(1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-4',18,19-trihydroxy-5',7,9,13-tetramethyl-15-[(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]icosane-6,2'-oxane]-16-yl] acetate

Details

• Internal ID: 15890d53-2bcd-4e0b-8df8-4c6e4117d57c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-4',18,19-trihydroxy-5',7,9,13-tetramethyl-15-[(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]icosane-6,2'-oxane]-16-yl] acetate
• SMILES (Canonical): CC1COC2(CC1O)C(C3C(O2)CC4C3(CCC5C4CC(C6(C5(CC(C(C6)OC(=O)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)O)C)C
• SMILES (Isomeric): C[C@H]1CO[C@@]2(C[C@@H]1O)[C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]6([C@@]5(C[C@H]([C@@H](C6)OC(=O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)O)C)C
• InChI: InChI=1S/C35H56O13/c1-15-14-44-35(10-21(15)38)16(2)27-22(48-35)9-20-18-8-26(39)34(43)12-24(45-17(3)37)23(11-33(34,5)19(18)6-7-32(20,27)4)46-31-30(42)29(41)28(40)25(13-36)47-31/h15-16,18-31,36,38-43H,6-14H2,1-5H3/t15-,16-,18+,19-,20-,21-,22-,23+,24+,25+,26+,27-,28+,29-,30+,31+,32-,33+,34-,35+/m0/s1
• InChI Key: OWZCIOMAPJTTDL-SYADQQNASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₃
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.37209184 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6682	66.82%
P-glycoprotein inhibitior	+	0.7061	70.61%
P-glycoprotein substrate	-	0.5488	54.88%
CYP3A4 substrate	+	0.7562	75.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.7119	71.19%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6615	66.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.6463	64.63%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7158	71.58%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7858	78.58%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.6739	67.39%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.6367	63.67%
Glucocorticoid receptor binding	+	0.5967	59.67%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.6607	66.07%
Honey bee toxicity	-	0.5815	58.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.8173	81.73%

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	99.00%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.29%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.58%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.32%	89.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.29%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.19%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.84%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.26%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.18%	96.77%
CHEMBL204	P00734	Thrombin	89.05%	96.01%
CHEMBL5255	O00206	Toll-like receptor 4	88.48%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.72%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.52%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	84.92%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	84.28%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.20%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.12%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.84%	90.17%
CHEMBL5028	O14672	ADAM10	83.64%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.36%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.07%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.27%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.87%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.63%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.07%	94.33%

Plants that contains it

• Allium giganteum

Cross-Links

• PubChem: 163029256
• LOTUS: LTS0017401
• wikiData: Q105202422