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Acremolide 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 72e768e5-81c1-40f4-8c92-6545a39a45d4
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3R,12S)-3-benzyl-7-hydroxy-9-(7-hydroxyoctan-2-yl)-6-methyl-10-oxa-1,4-diazabicyclo[10.3.0]pentadecane-2,5,11-trione
SMILES (Canonical) CC1C(CC(OC(=O)C2CCCN2C(=O)C(NC1=O)CC3=CC=CC=C3)C(C)CCCCC(C)O)O
SMILES (Isomeric) CC1C(CC(OC(=O)[C@@H]2CCCN2C(=O)[C@H](NC1=O)CC3=CC=CC=C3)C(C)CCCCC(C)O)O
InChI InChI=1S/C28H42N2O6/c1-18(10-7-8-11-19(2)31)25-17-24(32)20(3)26(33)29-22(16-21-12-5-4-6-13-21)27(34)30-15-9-14-23(30)28(35)36-25/h4-6,12-13,18-20,22-25,31-32H,7-11,14-17H2,1-3H3,(H,29,33)/t18?,19?,20?,22-,23+,24?,25?/m1/s1
InChI Key MKOPZQIQZWBFOD-ZISSWXNUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H42N2O6
Molecular Weight 502.60 g/mol
Exact Mass 502.30428706 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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CHEMBL402156
CHEBI:189363
DTXSID001100732
(3R,12S)-3-benzyl-7-hydroxy-9-(7-hydroxyoctan-2-yl)-6-methyl-10-oxa-1,4-diazabicyclo[10.3.0]pentadecane-2,5,11-trione
(9R,14aS)-Decahydro-5-hydroxy-3-(6-hydroxy-1-methylheptyl)-6-methyl-9-(phenylmethyl)-1H-pyrrolo[2,1-c][1,4,7]oxadiazacyclododecine-1,7,10-trione
1015236-22-2

2D Structure

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2D Structure of Acremolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6924 69.24%
Caco-2 - 0.7428 74.28%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4936 49.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9066 90.66%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5850 58.50%
P-glycoprotein inhibitior + 0.6808 68.08%
P-glycoprotein substrate + 0.8333 83.33%
CYP3A4 substrate + 0.6737 67.37%
CYP2C9 substrate - 0.8120 81.20%
CYP2D6 substrate - 0.7761 77.61%
CYP3A4 inhibition - 0.8522 85.22%
CYP2C9 inhibition - 0.9313 93.13%
CYP2C19 inhibition - 0.8833 88.33%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.9479 94.79%
CYP2C8 inhibition - 0.6942 69.42%
CYP inhibitory promiscuity - 0.8851 88.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6398 63.98%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9796 97.96%
Skin irritation - 0.8018 80.18%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.7032 70.32%
Human Ether-a-go-go-Related Gene inhibition - 0.3784 37.84%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.6075 60.75%
skin sensitisation - 0.9004 90.04%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.5918 59.18%
Acute Oral Toxicity (c) III 0.6169 61.69%
Estrogen receptor binding + 0.5649 56.49%
Androgen receptor binding + 0.6167 61.67%
Thyroid receptor binding - 0.6302 63.02%
Glucocorticoid receptor binding - 0.5189 51.89%
Aromatase binding - 0.6107 61.07%
PPAR gamma + 0.5260 52.60%
Honey bee toxicity - 0.8411 84.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8504 85.04%

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
CHEMBL2581 P07339 Cathepsin D 99.69% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.12% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.69% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.36% 97.64%
CHEMBL1902 P62942 FK506-binding protein 1A 94.65% 97.05%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 92.26% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.95% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.31% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.03% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.23% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.12% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.68% 93.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.45% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.49% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.06% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.23% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.07% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 81.99% 95.48%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.90% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.86% 99.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.76% 98.33%

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 24853878
LOTUS LTS0021956
wikiData Q105166116