[2-Hydroxy-2-methyl-1-[10,11,14-trihydroxy-4,6,12,17,17-pentamethyl-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: 007dbee0-f37c-4335-ad7e-2101b5b378a9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [2-hydroxy-2-methyl-1-[10,11,14-trihydroxy-4,6,12,17,17-pentamethyl-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(OC2(C1C3(CCC45CC46CCC(C(C6CC(C5C3(C2O)C)O)(C)C)OC7C(C(C(CO7)O)O)O)C)O)C(C(C)(C)O)OC(=O)C
• SMILES (Isomeric): CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CC(C5C3(C2O)C)O)(C)C)OC7C(C(C(CO7)O)O)O)C)O)C(C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C37H60O12/c1-17-13-21(28(32(5,6)44)47-18(2)38)49-37(45)26(17)33(7)11-12-36-16-35(36)10-9-23(48-29-25(42)24(41)20(40)15-46-29)31(3,4)22(35)14-19(39)27(36)34(33,8)30(37)43/h17,19-30,39-45H,9-16H2,1-8H3
• InChI Key: PIKWFNMVRUJSSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₁₂
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.40847734 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7645	76.45%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	0.8679	86.79%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7848	78.48%
P-glycoprotein inhibitior	+	0.7714	77.14%
P-glycoprotein substrate	+	0.6083	60.83%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.8732	87.32%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8400	84.00%
CYP2C8 inhibition	+	0.7346	73.46%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6815	68.15%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7085	70.85%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4919	49.19%
Acute Oral Toxicity (c)	III	0.3650	36.50%
Estrogen receptor binding	+	0.5928	59.28%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6266	62.66%
Aromatase binding	+	0.6883	68.83%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.6252	62.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9260	92.60%

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	98.13%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.97%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.44%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.30%	97.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.21%	95.69%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.99%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.51%	98.75%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.37%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.57%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.82%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.38%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.19%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	87.18%	97.05%
CHEMBL204	P00734	Thrombin	86.07%	96.01%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.55%	92.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.30%	92.94%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.24%	95.71%
CHEMBL5028	O14672	ADAM10	84.88%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.31%	91.07%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.95%	97.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.90%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	83.72%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.56%	92.88%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	83.28%	95.27%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.72%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.39%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.23%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.31%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.02%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.68%	91.03%
CHEMBL226	P30542	Adenosine A1 receptor	80.57%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 85286542
• LOTUS: LTS0115191
• wikiData: Q105209582