Capsicoside F

Details

• Internal ID: 080a71e2-bfde-448d-8488-48e0830d65ea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,8S,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1=C(OC2C1C3(CCC4C(C3C2)CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)C)C)CCC(C)COC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC1=C(O[C@@H]2[C@H]1[C@]3(CC[C@H]4[C@H]([C@@H]3C2)CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)C)C)CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C63H104O34/c1-21(20-85-56-47(80)43(76)38(71)31(14-64)88-56)5-8-28-22(2)37-30(86-28)12-26-24-7-6-23-11-29(27(70)13-63(23,4)25(24)9-10-62(26,37)3)87-57-50(83)46(79)52(36(19-69)93-57)94-61-55(54(42(75)35(18-68)92-61)96-59-49(82)45(78)40(73)33(16-66)90-59)97-60-51(84)53(41(74)34(17-67)91-60)95-58-48(81)44(77)39(72)32(15-65)89-58/h21,23-27,29-61,64-84H,5-20H2,1-4H3/t21-,23+,24-,25+,26+,27-,29-,30+,31-,32-,33-,34-,35-,36-,37+,38-,39-,40-,41-,42-,43+,44+,45+,46-,47-,48-,49-,50-,51-,52+,53+,54+,55-,56-,57-,58+,59+,60+,61+,62+,63+/m1/s1
• InChI Key: OAQWRGQBUZDMMO-WEFRZZFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₄O₃₄
• Molecular Weight: 1405.50 g/mol
• Exact Mass: 1404.6409004 g/mol
• Topological Polar Surface Area (TPSA): 545.00 Ų
• XlogP: -5.40
• Atomic LogP (AlogP): -8.39
• H-Bond Acceptor: 34
• H-Bond Donor: 21
• Rotatable Bonds: 22

Synonyms

• CHEMBL2271379

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6879	68.79%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.6226	62.26%
CYP3A4 substrate	+	0.7495	74.95%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8244	82.44%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.9177	91.77%
CYP2C19 inhibition	-	0.9166	91.66%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.9075	90.75%
CYP2C8 inhibition	+	0.7053	70.53%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.5215	52.15%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8138	81.38%
Human Ether-a-go-go-Related Gene inhibition	+	0.8538	85.38%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9621	96.21%
Acute Oral Toxicity (c)	I	0.8055	80.55%
Estrogen receptor binding	+	0.8401	84.01%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	+	0.6814	68.14%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.7945	79.45%
Honey bee toxicity	-	0.5843	58.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9074	90.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.31%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.76%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.59%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.14%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	90.89%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.94%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.67%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	89.63%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	89.58%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.15%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	88.31%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.24%	91.65%
CHEMBL237	P41145	Kappa opioid receptor	87.13%	98.10%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.61%	97.29%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.52%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.05%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.93%	92.68%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.28%	93.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.95%	83.57%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.41%	96.37%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.40%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.30%	96.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.62%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.73%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	82.37%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.48%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.15%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	81.12%	94.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.73%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.53%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.28%	97.14%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 76316015
• LOTUS: LTS0003237
• wikiData: Q105188778