Capilliposide A

Details

• Internal ID: 70457b42-0ab6-4686-aa26-3cae9fbf624b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,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-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-2,22,23-triol
• SMILES (Canonical): CC1(CC2C34CCC5C6(CCC(C(C6CCC5(C3(CC(C2(C(C1)O)C(O4)O)O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)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)C)[C@H](O5)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C52H86O23/c1-46(2)14-27-51-13-9-26-48(5)11-10-30(47(3,4)25(48)8-12-49(26,6)50(51,7)16-29(57)52(27,28(56)15-46)45(66)75-51)72-43-39(74-42-38(65)35(62)32(59)22(17-53)69-42)34(61)24(20-68-43)71-44-40(36(63)33(60)23(18-54)70-44)73-41-37(64)31(58)21(55)19-67-41/h21-45,53-66H,8-20H2,1-7H3/t21-,22-,23-,24+,25+,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45+,48+,49-,50+,51+,52+/m1/s1
• InChI Key: OQQABMONOLWXGW-RRQZUFKGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₃
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.55598899 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 10

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	-	0.8846	88.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8119	81.19%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7135	71.35%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	-	0.5609	56.09%
CYP3A4 substrate	+	0.7383	73.83%
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	+	0.6944	69.44%
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	-	0.9011	90.11%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8709	87.09%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8281	82.81%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6678	66.78%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.7750	77.50%
Honey bee toxicity	-	0.6015	60.15%
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	95.52%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.12%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.46%	90.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.45%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.50%	95.93%
CHEMBL1871	P10275	Androgen Receptor	90.12%	96.43%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.59%	95.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.50%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.40%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.88%	97.33%
CHEMBL259	P32245	Melanocortin receptor 4	87.46%	95.38%
CHEMBL3589	P55263	Adenosine kinase	87.10%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.95%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.84%	97.36%
CHEMBL2581	P07339	Cathepsin D	85.74%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.34%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.64%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.39%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.97%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.78%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.53%	92.98%
CHEMBL233	P35372	Mu opioid receptor	83.25%	97.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.75%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.61%	95.83%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.05%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.86%	92.62%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.68%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.61%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.41%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.12%	92.50%

Plants that contains it

• Lysimachia capillipes

Cross-Links

• PubChem: 11578975
• LOTUS: LTS0233210
• wikiData: Q105197087