1-[18-[4,5-Dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-15-hydroxy-8-methoxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylpropan-1-one

Details

• Internal ID: e05bccff-f8b8-4f3e-9b90-06ec9a48f685
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 1-[18-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-15-hydroxy-8-methoxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylpropan-1-one
• SMILES (Canonical): CC1CC(OC2C1C3(CCC45CC46CCC(C(C6C(CC5C3(C2)C)O)(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)C)(C(=O)C(C)C)OC
• SMILES (Isomeric): CC1CC(OC2C1C3(CCC45CC46CCC(C(C6C(CC5C3(C2)C)O)(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)C)(C(=O)C(C)C)OC
• InChI: InChI=1S/C41H66O13/c1-19(2)33(48)41(49-8)14-20(3)27-24(54-41)15-38(7)25-13-21(42)32-36(4,5)26(9-10-40(32)18-39(25,40)12-11-37(27,38)6)52-35-31(29(46)23(44)17-51-35)53-34-30(47)28(45)22(43)16-50-34/h19-32,34-35,42-47H,9-18H2,1-8H3
• InChI Key: XVHHMKZYSQPWRO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6671	66.71%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6795	67.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6533	65.33%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.5814	58.14%
CYP3A4 substrate	+	0.7296	72.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.9225	92.25%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.8336	83.36%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	+	0.6488	64.88%
CYP inhibitory promiscuity	-	0.9834	98.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6569	65.69%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.7179	71.79%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6937	69.37%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6290	62.90%
Acute Oral Toxicity (c)	I	0.3893	38.93%
Estrogen receptor binding	+	0.6896	68.96%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	-	0.6133	61.33%
Glucocorticoid receptor binding	+	0.6793	67.93%
Aromatase binding	+	0.7080	70.80%
PPAR gamma	+	0.7319	73.19%
Honey bee toxicity	-	0.6174	61.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.8375	83.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL204	P00734	Thrombin	97.19%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.89%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.06%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.47%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.93%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	91.66%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.41%	94.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.85%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.02%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.67%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.05%	92.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.91%	95.58%
CHEMBL325	Q13547	Histone deacetylase 1	87.68%	95.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.02%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.32%	97.14%
CHEMBL1871	P10275	Androgen Receptor	85.10%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.44%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL3837	P07711	Cathepsin L	83.07%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.50%	91.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.49%	95.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.15%	92.78%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.89%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.86%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.84%	96.38%
CHEMBL1914	P06276	Butyrylcholinesterase	80.60%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.31%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.10%	82.69%

Plants that contains it

• Astragalus eremophilus

Cross-Links

• PubChem: 74344034
• LOTUS: LTS0105572
• wikiData: Q105342887