3,5'-Dihydroxy-16-[4-hydroxy-5-[5-hydroxy-6-(hydroxymethyl)-3,4-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,6'-oxane]-2'-one

Details

• Internal ID: 5894be69-77ff-45da-a189-a66bf403fa3e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 3,5'-dihydroxy-16-[4-hydroxy-5-[5-hydroxy-6-(hydroxymethyl)-3,4-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,6'-oxane]-2'-one
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)C(C4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(CO2)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)O)C)OC1=O)O
• SMILES (Isomeric): CC1CC(C2(C(C3C(O2)C(C4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(CO2)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)O)C)OC1=O)O
• InChI: InChI=1S/C55H88O28/c1-18-12-29(60)55(83-47(18)71)19(2)30-43(82-55)36(65)31-23-7-6-21-13-22(8-10-53(21,4)24(23)9-11-54(30,31)5)75-51-45(80-50-40(69)37(66)32(61)20(3)74-50)41(70)42(28(15-57)77-51)78-52-46(81-49-39(68)34(63)26(59)17-73-49)44(35(64)27(14-56)76-52)79-48-38(67)33(62)25(58)16-72-48/h18-46,48-52,56-70H,6-17H2,1-5H3
• InChI Key: ZLDXDSLOWPJHII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₈
• Molecular Weight: 1197.30 g/mol
• Exact Mass: 1196.54621215 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -5.31
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8782	87.82%
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	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9449	94.49%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.6619	66.19%
CYP3A4 substrate	+	0.7606	76.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
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	+	0.6789	67.89%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7396	73.96%
Human Ether-a-go-go-Related Gene inhibition	+	0.8246	82.46%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8838	88.38%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8695	86.95%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.5390	53.90%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.8056	80.56%
Honey bee toxicity	-	0.5531	55.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.06%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.09%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.57%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.93%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	90.77%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.11%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.24%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.62%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.57%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.99%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.88%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	86.30%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.28%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.78%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.48%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL1871	P10275	Androgen Receptor	84.63%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.03%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	83.12%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.66%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.00%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.35%	89.67%

Plants that contains it

• Ardisia compressa
• Solanum nigrum

Cross-Links

• PubChem: 73236877
• LOTUS: LTS0100252
• wikiData: Q105232796