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16-(3,4-Dihydroxybut-1-enyl)-43,44,49,54,58-pentamethylspiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,5'-oxolane]-3',19,48,59-tetrol

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 b8bc3b06-ca8a-4fad-967f-1571657bbf1c
Taxonomy Phenylpropanoids and polyketides > Ciguatera toxins
IUPAC Name 16-(3,4-dihydroxybut-1-enyl)-43,44,49,54,58-pentamethylspiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,5'-oxolane]-3',19,48,59-tetrol
SMILES (Canonical) CC1CC2C(CC3C(O2)C(C(C4C(O3)C(C(C5(O4)CC(CO5)O)C)C)O)C)OC6CC7C(C(CC8C(O7)CC=CCC9C(O8)C=CC2C(O9)C=CC3C(O2)CC2C(O3)C(C3C(O2)CC=CC(O3)C=CC(CO)O)O)O)(OC6C1)C
SMILES (Isomeric) CC1CC2C(CC3C(O2)C(C(C4C(O3)C(C(C5(O4)CC(CO5)O)C)C)O)C)OC6CC7C(C(CC8C(O7)CC=CCC9C(O8)C=CC2C(O9)C=CC3C(O2)CC2C(O3)C(C3C(O2)CC=CC(O3)C=CC(CO)O)O)O)(OC6C1)C
InChI InChI=1S/C60H86O19/c1-28-19-42-44(22-48-54(76-42)30(3)52(65)58-55(77-48)29(2)31(4)60(79-58)25-33(63)27-67-60)73-46-24-51-59(5,78-47(46)20-28)50(64)23-45-36(74-51)11-7-6-10-35-37(71-45)15-16-39-38(69-35)17-18-40-43(70-39)21-49-57(75-40)53(66)56-41(72-49)12-8-9-34(68-56)14-13-32(62)26-61/h6-9,13-18,28-58,61-66H,10-12,19-27H2,1-5H3
InChI Key VYVRIXWNTVOIRD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H86O19
Molecular Weight 1111.30 g/mol
Exact Mass 1110.57633051 g/mol
Topological Polar Surface Area (TPSA) 241.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16-(3,4-Dihydroxybut-1-enyl)-43,44,49,54,58-pentamethylspiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,5'-oxolane]-3',19,48,59-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7648 76.48%
Caco-2 - 0.8679 86.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5035 50.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8073 80.73%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9436 94.36%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate + 0.7758 77.58%
CYP3A4 substrate + 0.7349 73.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8043 80.43%
CYP3A4 inhibition - 0.9267 92.67%
CYP2C9 inhibition - 0.9360 93.60%
CYP2C19 inhibition - 0.8818 88.18%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.8818 88.18%
CYP2C8 inhibition + 0.7700 77.00%
CYP inhibitory promiscuity - 0.9566 95.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5161 51.61%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.6355 63.55%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8493 84.93%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5446 54.46%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6495 64.95%
Acute Oral Toxicity (c) I 0.6187 61.87%
Estrogen receptor binding + 0.8309 83.09%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding + 0.6400 64.00%
Glucocorticoid receptor binding + 0.7546 75.46%
Aromatase binding + 0.5446 54.46%
PPAR gamma + 0.8187 81.87%
Honey bee toxicity - 0.6106 61.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9119 91.19%

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 99.15% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.77% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.51% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.07% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.69% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.85% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.81% 89.34%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.29% 91.24%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 91.29% 85.11%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 90.15% 87.16%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.49% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.39% 89.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.32% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.75% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.27% 96.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.36% 93.10%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.18% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.89% 90.17%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 85.67% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.44% 86.33%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 85.10% 96.11%
CHEMBL321 P14780 Matrix metalloproteinase 9 85.09% 92.12%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 84.82% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.21% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.93% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.87% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.80% 92.88%
CHEMBL226 P30542 Adenosine A1 receptor 83.58% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.57% 96.77%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.43% 94.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.22% 95.83%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.91% 98.46%
CHEMBL3820 P35557 Hexokinase type IV 82.78% 91.96%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 82.76% 81.88%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.33% 97.56%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.08% 91.38%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 81.85% 92.38%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.76% 95.52%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.54% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.39% 95.89%

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 73656912
LOTUS LTS0200457
wikiData Q105299520