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

Details

• Internal ID: b5725ce2-f7bf-48a5-9bad-d53b0e502f06
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 17-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(OC2OC(C)(C)C(CCC(C)C3CCC4(C3(CC(=O)C5(C4CC=C6C5CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(C)C(CCC(C)C3CCC4(C3(CC(=O)C5(C4CC=C6C5CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H80O18/c1-21(10-14-29(51)45(5,6)66-43-40(37(58)34(55)27(20-50)63-43)65-41-38(59)35(56)32(53)22(2)61-41)23-16-17-46(7)28-13-11-24-25(48(28,9)30(52)18-47(23,46)8)12-15-31(44(24,3)4)64-42-39(60)36(57)33(54)26(19-49)62-42/h11,21-23,25-29,31-43,49-51,53-60H,10,12-20H2,1-9H3
• InChI Key: OSJOLYOKIKNBHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₁₈
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.53446570 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8258	82.58%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	-	0.3515	35.15%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.7256	72.56%
P-glycoprotein inhibitior	+	0.7535	75.35%
P-glycoprotein substrate	+	0.5602	56.02%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.8769	87.69%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	+	0.6269	62.69%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7586	75.86%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6808	68.08%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8085	80.85%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	-	0.5137	51.37%
Glucocorticoid receptor binding	+	0.7508	75.08%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.6684	66.84%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9477	94.77%

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	98.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.96%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.35%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	90.97%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.69%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.26%	93.56%
CHEMBL220	P22303	Acetylcholinesterase	87.16%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.56%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.31%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.91%	91.07%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.57%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.83%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.67%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.51%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	82.15%	93.18%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.00%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.91%	100.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.90%	95.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.83%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.82%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	81.27%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.98%	90.08%
CHEMBL2996	Q05655	Protein kinase C delta	80.08%	97.79%

Plants that contains it

• Trichosanthes tricuspidata

Cross-Links

• PubChem: 73157164
• LOTUS: LTS0245070
• wikiData: Q105198977