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Astolide A

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 53a8c33c-9191-454b-abf2-f711e7a91453
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(2R,3R,6R)-6-[(2R,3S,4S,6S)-6-[(3R,4S,5R,6S,7S,8R)-5,7-dihydroxy-4,6-dimethyl-8-[(1S,3S,5R,7R,14R,15R,31S,33S,34S,35R)-3,5,7,11,21,23,27,31,33,34,35-undecahydroxy-14,30-dimethyl-17,32-dioxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-12,18-dien-15-yl]nonan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl]oxy-2-methyloxan-3-yl] (2R,3S)-3-[(2S,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-2-methyl-3-(6-methyl-5,8-dioxonaphthalen-2-yl)propanoate
SMILES (Canonical) CCC(C(C)C(C(C)C(C(C)C1C(C=CC(CCCC(CC(CC(CC2CC(C(C(O2)(C(=O)C(C(CCC(CCCC(CC(CC=CC(=O)O1)O)O)O)C)O)O)O)O)O)O)O)O)C)O)O)OC3CC(C(C(O3)C)OC4CCC(C(O4)C)OC(=O)C(C)C(C5=CC6=C(C=C5)C(=O)C(=CC6=O)C)OC7CCC(C(O7)C)O)(C)O
SMILES (Isomeric) CC[C@H]([C@@H](C)[C@@H]([C@H](C)[C@@H]([C@@H](C)[C@H]1[C@@H](C=CC(CCC[C@H](C[C@H](C[C@@H](C[C@H]2C[C@H]([C@@H]([C@](O2)(C(=O)[C@H](C(CCC(CCCC(CC(CC=CC(=O)O1)O)O)O)C)O)O)O)O)O)O)O)O)C)O)O)O[C@@H]3C[C@]([C@H]([C@H](O3)C)O[C@@H]4CC[C@H]([C@H](O4)C)OC(=O)[C@H](C)[C@@H](C5=CC6=C(C=C5)C(=O)C(=CC6=O)C)O[C@@H]7CC[C@H]([C@H](O7)C)O)(C)O
InChI InChI=1S/C82H130O29/c1-13-65(106-70-40-81(12,101)79(50(11)105-70)110-69-32-30-66(49(10)104-69)107-80(100)47(8)76(109-68-31-29-62(90)48(9)103-68)51-25-28-60-61(34-51)63(91)33-43(4)71(60)94)44(5)73(96)45(6)74(97)46(7)75-42(3)24-27-53(84)18-15-20-56(87)36-57(88)37-58(89)38-59-39-64(92)77(98)82(102,111-59)78(99)72(95)41(2)23-26-52(83)17-14-19-54(85)35-55(86)21-16-22-67(93)108-75/h16,22,24-25,27-28,33-34,41-42,44-50,52-59,62,64-66,68-70,72-77,79,83-90,92,95-98,101-102H,13-15,17-21,23,26,29-32,35-40H2,1-12H3/t41?,42-,44-,45+,46-,47-,48-,49-,50-,52?,53?,54?,55?,56-,57-,58+,59+,62-,64-,65-,66-,68-,69-,70-,72+,73+,74+,75-,76+,77+,79+,81+,82+/m1/s1
InChI Key QURNQRCBZXZLLA-NKXPUSSASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C82H130O29
Molecular Weight 1579.90 g/mol
Exact Mass 1578.86977811 g/mol
Topological Polar Surface Area (TPSA) 472.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.76
H-Bond Acceptor 29
H-Bond Donor 15
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Astolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9010 90.10%
Caco-2 - 0.8587 85.87%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7202 72.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8007 80.07%
OATP1B3 inhibitior - 0.2624 26.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9677 96.77%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.8602 86.02%
CYP3A4 substrate + 0.7580 75.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.5342 53.42%
CYP2C9 inhibition - 0.8650 86.50%
CYP2C19 inhibition - 0.8073 80.73%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8238 82.38%
CYP2C8 inhibition + 0.8600 86.00%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.5618 56.18%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7811 78.11%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.6678 66.78%
skin sensitisation - 0.8579 85.79%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7993 79.93%
Acute Oral Toxicity (c) III 0.3353 33.53%
Estrogen receptor binding + 0.7405 74.05%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.7026 70.26%
Glucocorticoid receptor binding + 0.8163 81.63%
Aromatase binding + 0.6530 65.30%
PPAR gamma + 0.8299 82.99%
Honey bee toxicity - 0.5884 58.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9947 99.47%

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 99.14% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.00% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.78% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.48% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.12% 97.09%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 96.27% 95.52%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.26% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.10% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.12% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 95.01% 91.07%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.89% 95.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.33% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.42% 97.14%
CHEMBL4208 P20618 Proteasome component C5 91.20% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.05% 96.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 90.63% 97.31%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 90.34% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.31% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 90.03% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.98% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.12% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.05% 96.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.02% 93.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.58% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.07% 94.45%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.04% 97.28%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.17% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.55% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.42% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.00% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 82.93% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 82.75% 92.50%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.14% 96.67%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.15% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.82% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.48% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.04% 85.14%

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 139590324
LOTUS LTS0034377
wikiData Q105228385