2-[2,16-Dihydroxy-3,8,8,17,19-pentamethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-22-yl]propan-2-yl acetate

Details

• Internal ID: 07194530-889c-465e-86e5-d9c5ab041a6d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[2,16-dihydroxy-3,8,8,17,19-pentamethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-22-yl]propan-2-yl acetate
• SMILES (Canonical): CC1CC2C(OC3(C1C4(C(CC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)O)C)O2)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC1CC2C(OC3(C1C4(C(CC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)O)C)O2)C(C)(C)OC(=O)C
• InChI: InChI=1S/C37H58O11/c1-17-13-20-28(32(5,6)46-18(2)38)48-37(47-20)27(17)34(8)23(40)14-36-16-35(36)12-11-24(45-29-26(42)25(41)19(39)15-44-29)31(3,4)21(35)9-10-22(36)33(34,7)30(37)43/h17,19-30,39-43H,9-16H2,1-8H3
• InChI Key: DTRXWGGYGZBFKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8059	80.59%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7464	74.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6153	61.53%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5963	59.63%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8545	85.45%
CYP2C9 inhibition	-	0.7963	79.63%
CYP2C19 inhibition	-	0.8638	86.38%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	+	0.7189	71.89%
CYP inhibitory promiscuity	-	0.9663	96.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.6519	65.19%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6588	65.88%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7466	74.66%
skin sensitisation	-	0.8895	88.95%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6603	66.03%
Acute Oral Toxicity (c)	I	0.4074	40.74%
Estrogen receptor binding	+	0.5746	57.46%
Androgen receptor binding	+	0.7527	75.27%
Thyroid receptor binding	-	0.5626	56.26%
Glucocorticoid receptor binding	+	0.6160	61.60%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.6690	66.90%
Honey bee toxicity	-	0.6295	62.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9378	93.78%

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	98.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.93%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.37%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.95%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.96%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.84%	96.61%
CHEMBL3837	P07711	Cathepsin L	90.20%	96.61%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.47%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.00%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.36%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.39%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.25%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.12%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.89%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.37%	98.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.31%	85.31%
CHEMBL325	Q13547	Histone deacetylase 1	84.24%	95.92%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.89%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.59%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.07%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.85%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	81.98%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.03%	95.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.80%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.49%	95.71%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 85303035
• LOTUS: LTS0244207
• wikiData: Q104988991