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2-[(1S,3R,5S,7R,9S,11S,12S,14R,15R,16S,18R,19S,22S,24R,27S,29R,31S,33R,35S,36R,38S,40R,42S,44R)-11,15-dihydroxy-14,19,22,24,36-pentamethyl-12,35-disulfooxy-4,8,13,17,23,28,32,37,41,45-decaoxadecacyclo[22.21.0.03,22.05,18.07,16.09,14.027,44.029,42.031,40.033,38]pentatetracontan-36-yl]ethyl hydrogen sulfate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 3b326e49-9c49-4902-80ac-55deb6dc0799
Taxonomy Phenylpropanoids and polyketides > Ciguatera toxins
IUPAC Name 2-[(1S,3R,5S,7R,9S,11S,12S,14R,15R,16S,18R,19S,22S,24R,27S,29R,31S,33R,35S,36R,38S,40R,42S,44R)-11,15-dihydroxy-14,19,22,24,36-pentamethyl-12,35-disulfooxy-4,8,13,17,23,28,32,37,41,45-decaoxadecacyclo[22.21.0.03,22.05,18.07,16.09,14.027,44.029,42.031,40.033,38]pentatetracontan-36-yl]ethyl hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O24S3/c1-19-6-8-40(3)32(59-29-16-30-36(61-35(19)29)37(44)42(5)34(60-30)12-20(43)38(63-42)65-69(51,52)53)18-31-41(4,66-40)9-7-21-22(58-31)13-24-23(55-21)14-25-26(56-24)15-28-27(57-25)17-33(64-68(48,49)50)39(2,62-28)10-11-54-67(45,46)47/h19-38,43-44H,6-18H2,1-5H3,(H,45,46,47)(H,48,49,50)(H,51,52,53)/t19-,20-,21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31-,32+,33-,34-,35+,36+,37+,38-,39+,40-,41+,42-/m0/s1
InChI Key KDKLXXHXBCXTCP-WIASKUDTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O24S3
Molecular Weight 1051.20 g/mol
Exact Mass 1050.31061649 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.04
H-Bond Acceptor 21
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,3R,5S,7R,9S,11S,12S,14R,15R,16S,18R,19S,22S,24R,27S,29R,31S,33R,35S,36R,38S,40R,42S,44R)-11,15-dihydroxy-14,19,22,24,36-pentamethyl-12,35-disulfooxy-4,8,13,17,23,28,32,37,41,45-decaoxadecacyclo[22.21.0.03,22.05,18.07,16.09,14.027,44.029,42.031,40.033,38]pentatetracontan-36-yl]ethyl hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8185 81.85%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4547 45.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8606 86.06%
OATP1B3 inhibitior + 0.9123 91.23%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9090 90.90%
P-glycoprotein inhibitior + 0.7467 74.67%
P-glycoprotein substrate + 0.6466 64.66%
CYP3A4 substrate + 0.7169 71.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8213 82.13%
CYP3A4 inhibition - 0.9181 91.81%
CYP2C9 inhibition - 0.8225 82.25%
CYP2C19 inhibition - 0.7593 75.93%
CYP2D6 inhibition - 0.8916 89.16%
CYP1A2 inhibition - 0.7467 74.67%
CYP2C8 inhibition + 0.6415 64.15%
CYP inhibitory promiscuity - 0.9490 94.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.6235 62.35%
Carcinogenicity (trinary) Non-required 0.6178 61.78%
Eye corrosion - 0.9672 96.72%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.7697 76.97%
Skin corrosion - 0.8907 89.07%
Ames mutagenesis - 0.5364 53.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6837 68.37%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5726 57.26%
skin sensitisation - 0.8430 84.30%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7281 72.81%
Acute Oral Toxicity (c) III 0.5742 57.42%
Estrogen receptor binding + 0.8140 81.40%
Androgen receptor binding + 0.7337 73.37%
Thyroid receptor binding + 0.5625 56.25%
Glucocorticoid receptor binding + 0.7644 76.44%
Aromatase binding + 0.6128 61.28%
PPAR gamma + 0.7817 78.17%
Honey bee toxicity - 0.6602 66.02%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9731 97.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.09% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.15% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.76% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.46% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.41% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.43% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.31% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.53% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.45% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.11% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.95% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.61% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.11% 93.10%
CHEMBL4588 P22894 Matrix metalloproteinase 8 82.09% 94.66%
CHEMBL226 P30542 Adenosine A1 receptor 81.74% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.32% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.20% 86.92%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.91% 96.90%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.71% 93.04%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21775214
LOTUS LTS0005502
wikiData Q105139191