16-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(2,3,6-trihydroxy-6-methylhept-4-en-2-yl)-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione

Details

• Internal ID: 8457f0c0-56ea-44fb-9fd2-e5ca82fed1d4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 16-hydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-(2,3,6-trihydroxy-6-methylhept-4-en-2-yl)-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
• SMILES (Canonical): CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2C=C(C1=O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(C=CC(C)(C)O)O)O)O)C)C
• SMILES (Isomeric): CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2C=C(C1=O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(C=CC(C)(C)O)O)O)O)C)C
• InChI: InChI=1S/C36H54O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,11-13,18-19,21-23,25-28,30,37-39,41-43,45-46H,10,14-16H2,1-8H3
• InChI Key: MNDSHGJSXPOSMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄O₁₂
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.36152715 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9049	90.49%
Caco-2	-	0.8529	85.29%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8255	82.55%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.8709	87.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5759	57.59%
P-glycoprotein inhibitior	+	0.7331	73.31%
P-glycoprotein substrate	-	0.5685	56.85%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.8433	84.33%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.8551	85.51%
CYP2C8 inhibition	+	0.6036	60.36%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5459	54.59%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6738	67.38%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6871	68.71%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4915	49.15%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	+	0.5507	55.07%
Glucocorticoid receptor binding	+	0.7416	74.16%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.6900	69.00%
Honey bee toxicity	-	0.6305	63.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	99.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.52%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.98%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.26%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.93%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.40%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.63%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.86%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.29%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.22%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.44%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.54%	86.92%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.48%	97.29%

Plants that contains it

• Citrullus colocynthis
• Trichosanthes tricuspidata

Cross-Links

• PubChem: 74029736
• LOTUS: LTS0049368
• wikiData: Q105168298