2-[3-Hydroxy-2-(hydroxymethyl)-6-[[6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 3af5690e-cbe2-4ef9-8686-692756b0042d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[3-hydroxy-2-(hydroxymethyl)-6-[[6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)C)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)C)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• InChI: InChI=1S/C52H86O22/c1-21(20-66-46-41(62)40(61)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-43(64)39(60)35(56)24(4)68-48)44(37(58)32(19-54)71-49)72-47-42(63)38(59)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3
• InChI Key: WFGAJPGGDPKUCL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.56107437 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8044	80.44%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.6764	67.64%
CYP3A4 substrate	+	0.7483	74.83%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7359	73.59%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8249	82.49%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8880	88.80%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.7258	72.58%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	+	0.6640	66.40%
PPAR gamma	+	0.7878	78.78%
Honey bee toxicity	-	0.6050	60.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	99.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.37%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.83%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.35%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.71%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.45%	93.56%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.84%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.54%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.31%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	86.12%	98.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.52%	94.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.31%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.21%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.92%	98.46%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.71%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.19%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.60%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.48%	93.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.36%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.19%	99.17%

Plants that contains it

• Phoenix rupicola
• Tacca integrifolia

Cross-Links

• PubChem: 75048815
• LOTUS: LTS0208073
• wikiData: Q105303866