4,4,9,13,14-Pentamethyl-17-[2-methyl-5-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-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: bcee411f-c7df-4998-98b0-e4782656dc87
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 4,4,9,13,14-pentamethyl-17-[2-methyl-5-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-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
• InChI: InChI=1S/C42H68O14/c1-37(2)20-9-11-25-39(5)15-13-24(41(7)16-14-28(55-41)38(3,4)56-36-34(51)32(49)30(47)23(19-44)53-36)40(39,6)17-26(45)42(25,8)21(20)10-12-27(37)54-35-33(50)31(48)29(46)22(18-43)52-35/h9,21-25,27-36,43-44,46-51H,10-19H2,1-8H3
• InChI Key: MEOQGLVBDBQZTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₄
• Molecular Weight: 797.00 g/mol
• Exact Mass: 796.46090684 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8694	86.94%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8845	88.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	-	0.2282	22.82%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5847	58.47%
P-glycoprotein inhibitior	+	0.7579	75.79%
P-glycoprotein substrate	-	0.6847	68.47%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.9206	92.06%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8951	89.51%
CYP2C8 inhibition	+	0.5827	58.27%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.6077	60.77%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7936	79.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7431	74.31%
Acute Oral Toxicity (c)	III	0.4439	44.39%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.7171	71.71%
Honey bee toxicity	-	0.7402	74.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	97.76%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.70%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.71%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.89%	94.00%
CHEMBL259	P32245	Melanocortin receptor 4	87.62%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.37%	96.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.79%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.87%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.27%	92.62%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.72%	100.00%

Plants that contains it

• Gratiola officinalis

Cross-Links

• PubChem: 75294336
• LOTUS: LTS0153180
• wikiData: Q105162330