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(1S,3R,5R,6R,7R,10Z,15S,16R)-6,7-dihydroxy-10,14,15-trimethyl-17-(2-methylpropyl)-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,13-diene-2,19-dione

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 a419c26f-7c10-4ec2-9224-57fd9b424f3d
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives
IUPAC Name (1S,3R,5R,6R,7R,10Z,15S,16R)-6,7-dihydroxy-10,14,15-trimethyl-17-(2-methylpropyl)-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,13-diene-2,19-dione
SMILES (Canonical) CC1C2C(NC(=O)C23C(C=C(CCC(C(C4C(C3=O)O4)O)O)C)C=C1C)CC(C)C
SMILES (Isomeric) C[C@H]1[C@H]2C(NC(=O)[C@@]23C(/C=C(\CC[C@H]([C@H]([C@@H]4[C@H](C3=O)O4)O)O)/C)C=C1C)CC(C)C
InChI InChI=1S/C24H35NO5/c1-11(2)8-16-18-14(5)13(4)10-15-9-12(3)6-7-17(26)19(27)20-21(30-20)22(28)24(15,18)23(29)25-16/h9-11,14-21,26-27H,6-8H2,1-5H3,(H,25,29)/b12-9-/t14-,15?,16?,17-,18+,19-,20-,21-,24+/m1/s1
InChI Key MJNAZPNWAXZOTC-YDACEYOSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H35NO5
Molecular Weight 417.50 g/mol
Exact Mass 417.25152322 g/mol
Topological Polar Surface Area (TPSA) 99.20 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,5R,6R,7R,10Z,15S,16R)-6,7-dihydroxy-10,14,15-trimethyl-17-(2-methylpropyl)-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,13-diene-2,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 - 0.6368 63.68%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5649 56.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8572 85.72%
BSEP inhibitior - 0.7815 78.15%
P-glycoprotein inhibitior - 0.6597 65.97%
P-glycoprotein substrate + 0.5331 53.31%
CYP3A4 substrate + 0.6449 64.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8367 83.67%
CYP3A4 inhibition - 0.7713 77.13%
CYP2C9 inhibition - 0.7754 77.54%
CYP2C19 inhibition - 0.8157 81.57%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.8101 81.01%
CYP2C8 inhibition - 0.7526 75.26%
CYP inhibitory promiscuity - 0.8032 80.32%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4394 43.94%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9834 98.34%
Skin irritation - 0.7142 71.42%
Skin corrosion - 0.8942 89.42%
Ames mutagenesis - 0.6191 61.91%
Human Ether-a-go-go-Related Gene inhibition - 0.5771 57.71%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8119 81.19%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8650 86.50%
Acute Oral Toxicity (c) III 0.4544 45.44%
Estrogen receptor binding + 0.5450 54.50%
Androgen receptor binding + 0.6485 64.85%
Thyroid receptor binding + 0.5492 54.92%
Glucocorticoid receptor binding + 0.6020 60.20%
Aromatase binding - 0.5189 51.89%
PPAR gamma + 0.6144 61.44%
Honey bee toxicity - 0.8383 83.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7013 70.13%

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 98.73% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.09% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.22% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.72% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.34% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.10% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.43% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.15% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.98% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.15% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.00% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.75% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.08% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.68% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.18% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.16% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.39% 96.47%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.84% 93.03%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.17% 83.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.09% 94.00%

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 139586014
LOTUS LTS0101765
wikiData Q77496944