Capsianoside IV

Details

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Internal ID 1a636b5c-b8fe-4aa8-9f8f-acba9af1c820
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name (2E,6E,10E)-14-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid
SMILES (Canonical) CC(=CCCC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O)C)CCC=C(C)C(=O)O
SMILES (Isomeric) C/C(=C\CC/C(=C/CCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O)/C)/CC/C=C(\C)/C(=O)O
InChI InChI=1S/C32H52O13/c1-6-32(5,15-9-13-19(3)11-7-10-18(2)12-8-14-20(4)29(40)41)45-31-28(26(38)24(36)22(17-34)43-31)44-30-27(39)25(37)23(35)21(16-33)42-30/h6,10,13-14,21-28,30-31,33-39H,1,7-9,11-12,15-17H2,2-5H3,(H,40,41)/b18-10+,19-13+,20-14+
InChI Key JZULENLOKOXFRW-MZKRGWHTSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O13
Molecular Weight 644.70 g/mol
Exact Mass 644.34079171 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 17

Synonyms

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Capsianside IV
CHEBI:168476
(2E,6E,10E)-14-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid

2D Structure

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2D Structure of Capsianoside IV

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6282 62.82%
Caco-2 - 0.8686 86.86%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8590 85.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior - 0.2218 22.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.6986 69.86%
P-glycoprotein inhibitior + 0.6763 67.63%
P-glycoprotein substrate - 0.8142 81.42%
CYP3A4 substrate + 0.6472 64.72%
CYP2C9 substrate - 0.5968 59.68%
CYP2D6 substrate - 0.8953 89.53%
CYP3A4 inhibition - 0.9291 92.91%
CYP2C9 inhibition - 0.8706 87.06%
CYP2C19 inhibition - 0.8580 85.80%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.8838 88.38%
CYP2C8 inhibition - 0.5855 58.55%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.6581 65.81%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6904 69.04%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6564 65.64%
skin sensitisation - 0.8827 88.27%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6531 65.31%
Acute Oral Toxicity (c) III 0.6525 65.25%
Estrogen receptor binding + 0.6715 67.15%
Androgen receptor binding + 0.5742 57.42%
Thyroid receptor binding - 0.5342 53.42%
Glucocorticoid receptor binding + 0.5454 54.54%
Aromatase binding + 0.6477 64.77%
PPAR gamma + 0.6410 64.10%
Honey bee toxicity - 0.6409 64.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9643 96.43%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.64% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 92.60% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.23% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.50% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.89% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.55% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.17% 96.47%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.87% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 83.78% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.00% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.53% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.88% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 80.62% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.42% 98.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.36% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.02% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Capsicum annuum

Cross-Links

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PubChem 131751076
LOTUS LTS0217924
wikiData Q105137591