Capilliposide C

Details

• Internal ID: 5b0d457d-6588-4535-b465-c490c5dff4e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2R,4S,5R,8R,10S,13R,14R,17S,18R,22S,23S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-22-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CC2C34CCC5C6(CCC(C(C6CCC5(C3(CC(C2(C(C1)OC7C(C(C(C(O7)CO)O)O)O)C(O4)O)O)C)C)(C)C)OC8C(C(C(CO8)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(C[C@H]([C@@]6([C@H]4CC(C[C@@H]6O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)[C@H](O5)O)O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C58H96O28/c1-52(2)14-29-57-13-9-28-54(5)11-10-31(53(3,4)27(54)8-12-55(28,6)56(57,7)15-30(63)58(29,51(75)86-57)32(16-52)83-47-42(73)38(69)34(65)23(17-59)78-47)82-49-44(85-48-43(74)39(70)35(66)24(18-60)79-48)37(68)26(21-77-49)81-50-45(40(71)36(67)25(19-61)80-50)84-46-41(72)33(64)22(62)20-76-46/h22-51,59-75H,8-21H2,1-7H3/t22-,23-,24-,25-,26+,27+,28-,29+,30-,31+,32+,33+,34-,35-,36-,37+,38+,39+,40+,41-,42-,43-,44-,45-,46+,47+,48+,49+,50+,51+,54+,55-,56+,57+,58-/m1/s1
• InChI Key: UDBADKBPGCLKSD-JDYJTZFISA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₆O₂₈
• Molecular Weight: 1241.40 g/mol
• Exact Mass: 1240.60881240 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.96
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5489	54.89%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8090	80.90%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7896	78.96%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	-	0.5567	55.67%
CYP3A4 substrate	+	0.7369	73.69%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7985	79.85%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8334	83.34%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7101	71.01%
Aromatase binding	+	0.6336	63.36%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.5968	59.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8283	82.83%

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	95.62%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.43%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.14%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	91.74%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.25%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.15%	97.09%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	90.83%	95.36%
CHEMBL1871	P10275	Androgen Receptor	88.75%	96.43%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.56%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	88.46%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.14%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.41%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.29%	97.36%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.02%	92.88%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.43%	97.33%
CHEMBL233	P35372	Mu opioid receptor	85.28%	97.93%
CHEMBL2581	P07339	Cathepsin D	85.18%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.45%	100.00%
CHEMBL3589	P55263	Adenosine kinase	84.22%	98.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.85%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.80%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.68%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.47%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.91%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.82%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	81.65%	92.98%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.16%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.99%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.76%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.72%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%

Plants that contains it

• Lysimachia capillipes

Cross-Links

• PubChem: 11542703
• LOTUS: LTS0019262
• wikiData: Q105270276