2-[[2-Hydroxy-22-(2-methoxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4d36d83f-0a29-4135-96f0-26cc6d5cee2a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[2-hydroxy-22-(2-methoxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)O2)C(C)(C)OC
• SMILES (Isomeric): CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)O2)C(C)(C)OC
• InChI: InChI=1S/C37H60O10/c1-18-15-19-28(32(4,5)43-8)47-37(46-19)27(18)33(6)13-14-36-17-35(36)12-11-23(45-29-26(41)25(40)24(39)20(16-38)44-29)31(2,3)21(35)9-10-22(36)34(33,7)30(37)42/h18-30,38-42H,9-17H2,1-8H3
• InChI Key: PMHQEEVEMWGOAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₁₀
• Molecular Weight: 664.90 g/mol
• Exact Mass: 664.41864811 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5772	57.72%
Caco-2	-	0.8479	84.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9287	92.87%
P-glycoprotein inhibitior	+	0.7284	72.84%
P-glycoprotein substrate	-	0.5319	53.19%
CYP3A4 substrate	+	0.7121	71.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	-	0.9175	91.75%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.8236	82.36%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8609	86.09%
CYP2C8 inhibition	+	0.7226	72.26%
CYP inhibitory promiscuity	-	0.9098	90.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6588	65.88%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.7381	73.81%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6879	68.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.6969	69.69%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7088	70.88%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6536	65.36%
Acute Oral Toxicity (c)	I	0.4647	46.47%
Estrogen receptor binding	-	0.4904	49.04%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.5548	55.48%
Glucocorticoid receptor binding	+	0.5733	57.33%
Aromatase binding	+	0.6885	68.85%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.6578	65.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8270	82.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.17%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.44%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.32%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.97%	97.79%
CHEMBL220	P22303	Acetylcholinesterase	90.67%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.54%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.66%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.74%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.73%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.66%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL206	P03372	Estrogen receptor alpha	85.61%	97.64%
CHEMBL226	P30542	Adenosine A1 receptor	85.01%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.80%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.79%	89.34%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.47%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.41%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.26%	97.33%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.83%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.81%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	82.73%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.15%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.57%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.74%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.51%	94.75%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 85184227
• LOTUS: LTS0126153
• wikiData: Q105211468