Cyclopassifloside VI

Details

• Internal ID: 87eebdd6-03ed-4f8d-b798-33e673aa5ae1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4,6-dihydroxy-15-(3-hydroxy-6-methyl-5-oxoheptan-2-yl)-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
• InChI: InChI=1S/C36H58O11/c1-17(2)20(38)13-21(39)18(3)19-9-10-33(5)23-7-8-24-34(6,31(45)47-30-29(44)28(43)27(42)22(15-37)46-30)25(40)14-26(41)36(24)16-35(23,36)12-11-32(19,33)4/h17-19,21-30,37,39-44H,7-16H2,1-6H3
• InChI Key: DQWGJNAMAZRGFN-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• CHEBI:168718
• [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4,6-dihydroxy-15-(3-hydroxy-6-methyl-5-oxoheptan-2-yl)-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7066	70.66%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7531	75.31%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.8331	83.31%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	-	0.5310	53.10%
CYP3A4 substrate	+	0.7026	70.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.7284	72.84%
CYP2C9 inhibition	-	0.6867	68.67%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.8413	84.13%
CYP2C8 inhibition	+	0.5628	56.28%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7548	75.48%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.6541	65.41%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7233	72.33%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7061	70.61%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.3938	39.38%
Estrogen receptor binding	+	0.6857	68.57%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	-	0.5917	59.17%
Glucocorticoid receptor binding	+	0.6220	62.20%
Aromatase binding	+	0.6620	66.20%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9285	92.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.41%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.30%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.97%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.14%	96.77%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.72%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.60%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.31%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.66%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.97%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.14%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.37%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.60%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.54%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.79%	82.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.56%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	83.28%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.00%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.55%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.55%	96.38%
CHEMBL2996	Q05655	Protein kinase C delta	81.88%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.82%	89.05%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.71%	96.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.37%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.23%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.00%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	80.79%	98.10%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.78%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.67%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.65%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.06%	97.29%

Plants that contains it

• Passiflora edulis

Cross-Links

• PubChem: 73800253
• LOTUS: LTS0122944
• wikiData: Q104987220