14-[3-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-7-(hydroxymethyl)-5',9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',16-triol

Details

• Internal ID: 20bf8e6c-0715-4255-a2fe-e118023d1efd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 14-[3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-7-(hydroxymethyl)-5',9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',16-triol
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)OC2C(C(CO2)(CO)O)O)O)C)C)CO)C(C1O)O
• SMILES (Isomeric): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)OC2C(C(CO2)(CO)O)O)O)C)C)CO)C(C1O)O
• InChI: InChI=1S/C48H76O23/c1-18-13-65-48(39(59)31(18)54)25(12-49)30-28(71-48)11-24-22-6-5-20-9-21(51)10-29(46(20,4)23(22)7-8-45(24,30)3)67-43-38(36(27(53)15-63-43)68-41-34(57)33(56)26(52)14-62-41)70-42-35(58)37(32(55)19(2)66-42)69-44-40(60)47(61,16-50)17-64-44/h5,18-19,21-44,49-61H,6-17H2,1-4H3
• InChI Key: PAUALFMTFPEINK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₃
• Molecular Weight: 1021.10 g/mol
• Exact Mass: 1020.47773867 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -4.16
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 10

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	-	0.8865	88.65%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8255	82.55%
P-glycoprotein inhibitior	+	0.7345	73.45%
P-glycoprotein substrate	+	0.7450	74.50%
CYP3A4 substrate	+	0.7604	76.04%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
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	+	0.8207	82.07%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9081	90.81%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7225	72.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4573	45.73%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7550	75.50%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	+	0.7877	78.77%
Honey bee toxicity	-	0.6085	60.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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
CHEMBL226	P30542	Adenosine A1 receptor	98.81%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.08%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.17%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.99%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.32%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.22%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.05%	92.88%
CHEMBL1914	P06276	Butyrylcholinesterase	88.65%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.52%	98.46%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.84%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.27%	97.53%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL1871	P10275	Androgen Receptor	85.60%	96.43%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.94%	98.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.63%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.88%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.81%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.64%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.30%	82.69%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.25%	92.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163097262
• LOTUS: LTS0120756
• wikiData: Q105204788