[4,5-Diacetyloxy-6-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl] but-2-enoate

Details

• Internal ID: 9080cce9-53e3-4860-91a5-7e447f170556
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [4,5-diacetyloxy-6-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl] but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(CO7)O)O)O)C)O)C8(CCC(O8)C(C)(C)O)C)C
• SMILES (Isomeric): CC=CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(CO7)O)O)O)C)O)C8(CCC(O8)C(C)(C)O)C)C
• InChI: InChI=1S/C48H74O16/c1-11-12-33(53)61-29-22-58-41(37(60-25(3)50)36(29)59-24(2)49)63-31-14-16-48-23-47(48)18-17-44(8)38(46(10)15-13-32(64-46)43(6,7)56)26(51)20-45(44,9)30(47)19-28(39(48)42(31,4)5)62-40-35(55)34(54)27(52)21-57-40/h11-12,26-32,34-41,51-52,54-56H,13-23H2,1-10H3
• InChI Key: KYGDOGWNBNNQTJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₆
• Molecular Weight: 907.10 g/mol
• Exact Mass: 906.49768627 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8296	82.96%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8036	80.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8200	82.00%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8537	85.37%
BSEP inhibitior	+	0.9312	93.12%
P-glycoprotein inhibitior	+	0.7706	77.06%
P-glycoprotein substrate	+	0.6466	64.66%
CYP3A4 substrate	+	0.7509	75.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.7929	79.29%
CYP2C9 inhibition	-	0.8081	80.81%
CYP2C19 inhibition	-	0.8585	85.85%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.7624	76.24%
CYP inhibitory promiscuity	-	0.9626	96.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5849	58.49%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.6699	66.99%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7194	71.94%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9158	91.58%
Acute Oral Toxicity (c)	I	0.6603	66.03%
Estrogen receptor binding	+	0.7692	76.92%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	-	0.5084	50.84%
Glucocorticoid receptor binding	+	0.7804	78.04%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.8098	80.98%
Honey bee toxicity	-	0.6061	60.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL204	P00734	Thrombin	97.04%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.46%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.97%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.03%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.66%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	88.14%	95.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.54%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.36%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.82%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.13%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.99%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.43%	95.69%
CHEMBL1914	P06276	Butyrylcholinesterase	83.30%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.16%	97.21%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.14%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.57%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.17%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.79%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.58%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	81.33%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.82%	94.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.77%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.69%	85.30%

Plants that contains it

• Astragalus kahiricus

Cross-Links

• PubChem: 162967242
• LOTUS: LTS0155816
• wikiData: Q105147706