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(1S,5R,7E,9R,10R,11R,12R,13S)-5-[(1E,3E)-6-[(1S,2R)-2-chlorocyclopropyl]hexa-1,3-dien-5-ynyl]-13-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl]oxy-1-hydroxy-9-methoxy-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-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 94e27681-c159-480f-8a41-147f13b7be58
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,5R,7E,9R,10R,11R,12R,13S)-5-[(1E,3E)-6-[(1S,2R)-2-chlorocyclopropyl]hexa-1,3-dien-5-ynyl]-13-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl]oxy-1-hydroxy-9-methoxy-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-one
SMILES (Canonical) CC1C(CC2(CC(=O)OC(CC(=CC(C(C1O2)C)OC)C)C=CC=CC#CC3CC3Cl)O)OC4C(C(C(C(O4)C)O)(C)O)OC
SMILES (Isomeric) C[C@@H]1[C@H](C[C@]2(CC(=O)O[C@H](C/C(=C/[C@H]([C@H]([C@@H]1O2)C)OC)/C)/C=C/C=C/C#C[C@@H]3C[C@H]3Cl)O)O[C@@H]4[C@@H]([C@]([C@H]([C@H](O4)C)O)(C)O)OC
InChI InChI=1S/C34H49ClO10/c1-19-14-24(13-11-9-8-10-12-23-16-25(23)35)43-28(36)18-34(39)17-27(21(3)29(45-34)20(2)26(15-19)40-6)44-32-31(41-7)33(5,38)30(37)22(4)42-32/h8-9,11,13,15,20-27,29-32,37-39H,14,16-18H2,1-7H3/b9-8+,13-11+,19-15+/t20-,21-,22-,23-,24+,25-,26-,27+,29+,30+,31+,32-,33-,34+/m1/s1
InChI Key JAAITTMIEQKUJY-YWEXJFAHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H49ClO10
Molecular Weight 653.20 g/mol
Exact Mass 652.3014254 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5R,7E,9R,10R,11R,12R,13S)-5-[(1E,3E)-6-[(1S,2R)-2-chlorocyclopropyl]hexa-1,3-dien-5-ynyl]-13-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl]oxy-1-hydroxy-9-methoxy-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 - 0.8446 84.46%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5324 53.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8007 80.07%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9106 91.06%
P-glycoprotein inhibitior + 0.7232 72.32%
P-glycoprotein substrate + 0.6905 69.05%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.8824 88.24%
CYP2C9 inhibition - 0.8969 89.69%
CYP2C19 inhibition - 0.8218 82.18%
CYP2D6 inhibition - 0.9069 90.69%
CYP1A2 inhibition - 0.8585 85.85%
CYP2C8 inhibition + 0.6969 69.69%
CYP inhibitory promiscuity - 0.8968 89.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7957 79.57%
Carcinogenicity (trinary) Danger 0.5075 50.75%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9245 92.45%
Skin irritation - 0.6593 65.93%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7400 74.00%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.7837 78.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.8070 80.70%
Acute Oral Toxicity (c) III 0.4709 47.09%
Estrogen receptor binding + 0.6985 69.85%
Androgen receptor binding + 0.6480 64.80%
Thyroid receptor binding + 0.5317 53.17%
Glucocorticoid receptor binding + 0.7241 72.41%
Aromatase binding + 0.6389 63.89%
PPAR gamma + 0.7420 74.20%
Honey bee toxicity - 0.5436 54.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9687 96.87%

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 97.86% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 95.25% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.82% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.48% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 92.77% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.15% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.84% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 90.63% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.23% 96.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 89.72% 86.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.98% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.45% 95.89%
CHEMBL1871 P10275 Androgen Receptor 86.36% 96.43%
CHEMBL1902 P62942 FK506-binding protein 1A 85.86% 97.05%
CHEMBL3401 O75469 Pregnane X receptor 85.67% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.27% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.52% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.30% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.62% 94.00%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 83.58% 92.67%
CHEMBL2581 P07339 Cathepsin D 83.45% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.15% 93.40%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.59% 95.50%

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 102196477
LOTUS LTS0010921
wikiData Q105123624