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(3Z,5E,8S,9E,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

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 0455d56d-fa07-4c1d-bbd1-776c7e0cf309
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3Z,5E,8S,9E,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one
SMILES (Canonical) CC1CCCC=CC=CC(CC(CC=CC=CC(CC=CC=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1CCC/C=C\C=C\[C@@H](C[C@H](C/C=C\C=C\[C@H](C/C=C/C=C\C(=O)O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
InChI InChI=1S/C30H44O10/c1-21-13-7-3-2-4-8-14-22(32)19-23(33)15-9-5-10-16-24(17-11-6-12-18-26(34)38-21)39-30-29(37)28(36)27(35)25(20-31)40-30/h2,4-6,8-12,14,16,18,21-25,27-33,35-37H,3,7,13,15,17,19-20H2,1H3/b4-2-,9-5-,11-6+,14-8+,16-10+,18-12-/t21-,22+,23+,24-,25-,27-,28+,29-,30-/m1/s1
InChI Key NDMBRILKNZCXKI-FMXHHGLWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O10
Molecular Weight 564.70 g/mol
Exact Mass 564.29344760 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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(3Z,5E,8S,9E,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one
(3Z,5E,8S,9E,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-8-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one
RefChem:154991
956479-58-6
CHEBI:217959

2D Structure

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2D Structure of (3Z,5E,8S,9E,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7359 73.59%
Caco-2 - 0.8570 85.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8029 80.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7204 72.04%
P-glycoprotein inhibitior + 0.5748 57.48%
P-glycoprotein substrate - 0.7004 70.04%
CYP3A4 substrate + 0.6725 67.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.9155 91.55%
CYP2C9 inhibition - 0.9324 93.24%
CYP2C19 inhibition - 0.9323 93.23%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.9198 91.98%
CYP2C8 inhibition - 0.5993 59.93%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7566 75.66%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.7153 71.53%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6524 65.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7947 79.47%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7396 73.96%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.6038 60.38%
Acute Oral Toxicity (c) III 0.6115 61.15%
Estrogen receptor binding + 0.7650 76.50%
Androgen receptor binding + 0.5984 59.84%
Thyroid receptor binding - 0.5826 58.26%
Glucocorticoid receptor binding + 0.5603 56.03%
Aromatase binding - 0.5986 59.86%
PPAR gamma + 0.5476 54.76%
Honey bee toxicity - 0.7505 75.05%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.5825 58.25%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.77% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.63% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.72% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.34% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.47% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.74% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.54% 92.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.94% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.10% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.02% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.83% 99.23%

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 23655942
LOTUS LTS0172033
wikiData Q77501216