[2-Hydroxy-2-methyl-1-[4,6,12,17,17-pentamethyl-11-oxo-18-(3,4,5-trihydroxyoxan-2-yl)oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]propyl] acetate

Details

• Internal ID: a56980a6-db2f-43c4-a006-08eaa59483e9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [2-hydroxy-2-methyl-1-[4,6,12,17,17-pentamethyl-11-oxo-18-(3,4,5-trihydroxyoxan-2-yl)oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]propyl] acetate
• SMILES (Canonical): CC1CC(OC2C1C3(CCC45CC46CCC(C(C6CCC5C3(C2=O)C)(C)C)OC7C(C(C(CO7)O)O)O)C)C(C(C)(C)O)OC(=O)C
• SMILES (Isomeric): CC1CC(OC2C1C3(CCC45CC46CCC(C(C6CCC5C3(C2=O)C)(C)C)OC7C(C(C(CO7)O)O)O)C)C(C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C37H58O10/c1-18-15-21(30(33(5,6)43)45-19(2)38)46-28-25(18)34(7)13-14-37-17-36(37)12-11-24(47-31-27(41)26(40)20(39)16-44-31)32(3,4)22(36)9-10-23(37)35(34,8)29(28)42/h18,20-28,30-31,39-41,43H,9-17H2,1-8H3
• InChI Key: LCIQFCBYTOZSAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₀
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.40299804 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7202	72.02%
Caco-2	-	0.8558	85.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	0.7331	73.31%
OATP1B1 inhibitior	+	0.8361	83.61%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7859	78.59%
P-glycoprotein inhibitior	+	0.7713	77.13%
P-glycoprotein substrate	+	0.5458	54.58%
CYP3A4 substrate	+	0.7268	72.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.8422	84.22%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	+	0.6582	65.82%
CYP inhibitory promiscuity	-	0.9828	98.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4063	40.63%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6004	60.04%
skin sensitisation	-	0.9025	90.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.3627	36.27%
Estrogen receptor binding	+	0.5384	53.84%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.5632	56.32%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	+	0.6984	69.84%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2094135	Q96BI3	Gamma-secretase	600 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.68%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.19%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.60%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.86%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.73%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.09%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.11%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.62%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.04%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.62%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.30%	92.88%
CHEMBL5028	O14672	ADAM10	85.34%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.43%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.32%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.15%	90.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.35%	95.89%

Plants that contains it

• Actaea racemosa
• Actaea vaginata
• Actaea yunnanensis

Cross-Links

• PubChem: 73020168
• LOTUS: LTS0037352
• wikiData: Q105149844