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(1S,2S)-2-[(2R,4Z,6E,8S,9R,13R,15R,16R)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid

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 ba876702-c1fc-4695-b9be-6180449536db
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2S)-2-[(2R,4Z,6E,8S,9R,13R,15R,16R)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid
SMILES (Canonical) CC1CC(CC(C(C(=CC=CCC(OC(=O)CC(C(C1)C)O)C2CCCC2C(=O)O)C#N)O)C)C
SMILES (Isomeric) C[C@H]1C[C@H]([C@@H](CC(=O)O[C@H](C/C=C\C=C(\[C@H]([C@@H](CC(C1)C)C)O)/C#N)[C@H]2CCC[C@@H]2C(=O)O)O)C
InChI InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5-,21-8+/t17-,18?,19-,20-,22+,23+,24-,25-,27+/m1/s1
InChI Key OJCKRNPLOZHAOU-MJQQLCDASA-N
Popularity 71 references in papers

Physical and Chemical Properties

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Molecular Formula C28H43NO6
Molecular Weight 489.60 g/mol
Exact Mass 489.30903809 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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7184-60-3

2D Structure

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2D Structure of (1S,2S)-2-[(2R,4Z,6E,8S,9R,13R,15R,16R)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9513 95.13%
Caco-2 - 0.7214 72.14%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7541 75.41%
OATP2B1 inhibitior - 0.8681 86.81%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8645 86.45%
P-glycoprotein inhibitior + 0.6062 60.62%
P-glycoprotein substrate - 0.5776 57.76%
CYP3A4 substrate + 0.6429 64.29%
CYP2C9 substrate - 0.8323 83.23%
CYP2D6 substrate - 0.8818 88.18%
CYP3A4 inhibition - 0.7980 79.80%
CYP2C9 inhibition - 0.8512 85.12%
CYP2C19 inhibition - 0.7995 79.95%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.7179 71.79%
CYP2C8 inhibition + 0.4935 49.35%
CYP inhibitory promiscuity - 0.9459 94.59%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6430 64.30%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9587 95.87%
Skin irritation - 0.6342 63.42%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8357 83.57%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8579 85.79%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5768 57.68%
Acute Oral Toxicity (c) II 0.3737 37.37%
Estrogen receptor binding + 0.7146 71.46%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding - 0.5488 54.88%
Glucocorticoid receptor binding + 0.6631 66.31%
Aromatase binding + 0.5736 57.36%
PPAR gamma - 0.5244 52.44%
Honey bee toxicity - 0.7824 78.24%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9568 95.68%

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
CHEMBL4040 P28482 MAP kinase ERK2 96.81% 83.82%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.13% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.72% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.75% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.14% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.12% 97.09%
CHEMBL1871 P10275 Androgen Receptor 87.79% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 87.11% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.00% 95.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 86.05% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.37% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.75% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.26% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.89% 93.04%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.56% 97.33%
CHEMBL1902 P62942 FK506-binding protein 1A 81.67% 97.05%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.20% 86.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.79% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.25% 86.33%

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 133655849
LOTUS LTS0256323
wikiData Q105192983