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[(1R,3S,5R,7S,9R,11S,13R,14R,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-[(2R,3R,4R,5S)-5-[[(2R,3S,4R,5R)-5-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(3-sulfooxypropyl)-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 7781e5bd-3a4c-4263-b852-6a9fae4598fa
Taxonomy Phenylpropanoids and polyketides > Ciguatera toxins
IUPAC Name [(1R,3S,5R,7S,9R,11S,13R,14R,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-[(2R,3R,4R,5S)-5-[[(2R,3S,4R,5R)-5-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(3-sulfooxypropyl)-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)
SMILES (Isomeric)
InChI InChI=1S/C71H108O33S2/c1-10-12-32(2)13-17-67(5,79)62-34(4)21-43-42(95-62)27-53-71(9,102-43)63(100-66-59(78)56(75)49(98-66)31-87-65-58(77)55(74)48(97-65)30-86-64-57(76)54(73)47(29-72)96-64)61-46(94-53)25-45-60(99-61)33(3)14-18-69(7)51(93-45)28-50-70(8,104-69)19-15-35-36(92-50)22-38-37(89-35)23-39-40(90-38)24-44-41(91-39)26-52(103-106(83,84)85)68(6,101-44)16-11-20-88-105(80,81)82/h10,13,17,33,35-66,72-79H,1-2,4,11-12,14-16,18-31H2,3,5-9H3,(H,80,81,82)(H,83,84,85)/b17-13+/t33-,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+,64+,65+,66+,67+,68+,69-,70+,71+/m0/s1
InChI Key ZJTITASPJMPBKT-HMBBWEFQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C71H108O33S2
Molecular Weight 1553.70 g/mol
Exact Mass 1552.6214282 g/mol
Topological Polar Surface Area (TPSA) 463.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 31
H-Bond Donor 10
Rotatable Bonds 21

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,14R,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-[(2R,3R,4R,5S)-5-[[(2R,3S,4R,5R)-5-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-40-[(2R,3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-(3-sulfooxypropyl)-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 + 0.7312 73.12%
Caco-2 - 0.8587 85.87%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4286 42.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8127 81.27%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.9755 97.55%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.8104 81.04%
CYP3A4 substrate + 0.7540 75.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8659 86.59%
CYP3A4 inhibition - 0.8836 88.36%
CYP2C9 inhibition - 0.7459 74.59%
CYP2C19 inhibition - 0.6983 69.83%
CYP2D6 inhibition - 0.8713 87.13%
CYP1A2 inhibition - 0.7224 72.24%
CYP2C8 inhibition + 0.8456 84.56%
CYP inhibitory promiscuity - 0.8635 86.35%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5694 56.94%
Eye corrosion - 0.9781 97.81%
Eye irritation - 0.8962 89.62%
Skin irritation - 0.7497 74.97%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7496 74.96%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8453 84.53%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6780 67.80%
Acute Oral Toxicity (c) III 0.5659 56.59%
Estrogen receptor binding + 0.6162 61.62%
Androgen receptor binding + 0.7668 76.68%
Thyroid receptor binding + 0.7307 73.07%
Glucocorticoid receptor binding + 0.8127 81.27%
Aromatase binding + 0.7126 71.26%
PPAR gamma + 0.8099 80.99%
Honey bee toxicity - 0.6098 60.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9934 99.34%

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 99.18% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 98.23% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.00% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.74% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.57% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.22% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.91% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.72% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.63% 92.94%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.40% 82.38%
CHEMBL2581 P07339 Cathepsin D 90.09% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.08% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.81% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.10% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.10% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 89.08% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 88.01% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.69% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.26% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.72% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.59% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.11% 96.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.92% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.87% 91.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.50% 96.38%
CHEMBL3820 P35557 Hexokinase type IV 84.03% 91.96%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.54% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.39% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.70% 92.50%
CHEMBL5646 Q6L5J4 FML2_HUMAN 81.31% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.23% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.13% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 80.86% 99.43%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.78% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.53% 85.14%
CHEMBL206 P03372 Estrogen receptor alpha 80.43% 97.64%

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 163106883
LOTUS LTS0194201
wikiData Q105378156