3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-17-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-16-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

Details

• Internal ID: 1cfb7965-24f4-4e75-8a87-18ca360bb80e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-17-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-16-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CC(C6C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)C3(C)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CC(C6C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)C3(C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C42H68O15/c1-19-28(47)30(49)32(51)35(54-19)57-33-31(50)29(48)23(18-43)55-36(33)56-27-13-11-21-20(38(27,4)5)10-12-24-39(6)16-22(44)34(40(39,7)17-26(46)41(21,24)8)42(9,53)25(45)14-15-37(2,3)52/h10,19,21-24,27-36,43-44,47-53H,11-18H2,1-9H3
• InChI Key: SMGHMIULJRIHCP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₅
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.45582146 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8623	86.23%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	-	0.2335	23.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5558	55.58%
BSEP inhibitior	+	0.7441	74.41%
P-glycoprotein inhibitior	+	0.7593	75.93%
P-glycoprotein substrate	+	0.5244	52.44%
CYP3A4 substrate	+	0.7247	72.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.8000	80.00%
CYP2C9 inhibition	-	0.8267	82.67%
CYP2C19 inhibition	-	0.9411	94.11%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	+	0.6766	67.66%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9093	90.93%
Skin irritation	+	0.5550	55.50%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7270	72.70%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6995	69.95%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8514	85.14%
Acute Oral Toxicity (c)	III	0.6738	67.38%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	-	0.5263	52.63%
Glucocorticoid receptor binding	+	0.7641	76.41%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.6604	66.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	98.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.53%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.84%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.53%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.56%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	87.83%	92.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.87%	87.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.46%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.27%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.16%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.82%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.70%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.06%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.99%	93.04%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.97%	98.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.71%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.61%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	80.55%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%

Plants that contains it

• Ibervillea sonorae

Cross-Links

• PubChem: 162854975
• LOTUS: LTS0242008
• wikiData: Q105255909