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[(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30R,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(2-sulfooxyethyl)-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl] 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 9cc1b67d-8126-4acb-bf4e-137c4189a574
Taxonomy Phenylpropanoids and polyketides > Ciguatera toxins
IUPAC Name [(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30R,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(2-sulfooxyethyl)-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl] hydrogen sulfate
SMILES (Canonical) CC1CCC2(C(CC3C(O2)(CCC4C(O3)CC5C(O4)CC6C(O5)CC7C(O6)CC(C(O7)(C)CCOS(=O)(=O)O)OS(=O)(=O)O)C)OC8C1OC9C(C8)OC1CC2C(CC(=C)C(O2)C(C)(C=CC(=C)CC=C)O)OC1(C9O)C)C
SMILES (Isomeric) C[C@@H]1CC[C@]2([C@@H](C[C@H]3[C@](O2)(CC[C@H]4[C@H](O3)C[C@H]5[C@H](O4)C[C@H]6[C@H](O5)C[C@H]7[C@H](O6)C[C@@H]([C@@](O7)(C)CCOS(=O)(=O)O)OS(=O)(=O)O)C)O[C@@H]8[C@@H]1O[C@@H]9[C@@H](C8)O[C@H]1C[C@@H]2[C@H](CC(=C)[C@H](O2)[C@@](C)(/C=C/C(=C)CC=C)O)O[C@@]1([C@@H]9O)C)C
InChI InChI=1S/C55H82O21S2/c1-10-11-28(2)12-15-51(5,57)50-30(4)20-39-38(71-50)26-46-55(9,74-39)49(56)48-42(70-46)24-41-47(72-48)29(3)13-16-53(7)44(69-41)27-43-54(8,76-53)17-14-31-32(68-43)21-34-33(65-31)22-35-36(66-34)23-40-37(67-35)25-45(75-78(61,62)63)52(6,73-40)18-19-64-77(58,59)60/h10,12,15,29,31-50,56-57H,1-2,4,11,13-14,16-27H2,3,5-9H3,(H,58,59,60)(H,61,62,63)/b15-12+/t29-,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+/m1/s1
InChI Key HCYDZFJGUKMTQB-ROYDEHQTSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C55H82O21S2
Molecular Weight 1143.40 g/mol
Exact Mass 1142.47900197 g/mol
Topological Polar Surface Area (TPSA) 286.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 5.06
H-Bond Acceptor 19
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30R,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(2-sulfooxyethyl)-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl] 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 + 0.9097 90.97%
Caco-2 - 0.8612 86.12%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4516 45.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8271 82.71%
BSEP inhibitior + 0.9815 98.15%
P-glycoprotein inhibitior + 0.7459 74.59%
P-glycoprotein substrate + 0.7709 77.09%
CYP3A4 substrate + 0.7439 74.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8313 83.13%
CYP3A4 inhibition - 0.8812 88.12%
CYP2C9 inhibition - 0.7647 76.47%
CYP2C19 inhibition - 0.7116 71.16%
CYP2D6 inhibition - 0.8719 87.19%
CYP1A2 inhibition - 0.7262 72.62%
CYP2C8 inhibition + 0.8194 81.94%
CYP inhibitory promiscuity - 0.8269 82.69%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6083 60.83%
Eye corrosion - 0.9774 97.74%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7573 75.73%
Skin corrosion - 0.9058 90.58%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7916 79.16%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8389 83.89%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6593 65.93%
Acute Oral Toxicity (c) III 0.5735 57.35%
Estrogen receptor binding + 0.7603 76.03%
Androgen receptor binding + 0.7551 75.51%
Thyroid receptor binding + 0.6633 66.33%
Glucocorticoid receptor binding + 0.7735 77.35%
Aromatase binding + 0.6457 64.57%
PPAR gamma + 0.8050 80.50%
Honey bee toxicity - 0.6104 61.04%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9939 99.39%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.38% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.98% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.32% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.29% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.02% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.76% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.27% 91.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.71% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.37% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.27% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 87.84% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.40% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.60% 97.09%
CHEMBL233 P35372 Mu opioid receptor 86.55% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.49% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.02% 93.04%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.92% 96.38%
CHEMBL3401 O75469 Pregnane X receptor 85.37% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.22% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.98% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.86% 92.88%
CHEMBL3820 P35557 Hexokinase type IV 84.42% 91.96%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.38% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.36% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.75% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.66% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.62% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.83% 97.33%
CHEMBL2581 P07339 Cathepsin D 81.87% 98.95%
CHEMBL238 Q01959 Dopamine transporter 81.56% 95.88%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.03% 96.95%

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.
There are no matching plants.

Cross-Links

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PubChem 137628419
LOTUS LTS0138260
wikiData Q105026198