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(2R,3R)-2-[(E,7S)-7,8-dihydroxy-4,8-dimethylnon-3-enyl]-3,5-dihydroxy-8-(2-hydroxyethyl)-2-methyl-4,9-dihydro-3H-pyrano[2,3-e]isoindol-7-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 88eb6e7f-8025-4377-8732-9ca29e1b1795
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (2R,3R)-2-[(E,7S)-7,8-dihydroxy-4,8-dimethylnon-3-enyl]-3,5-dihydroxy-8-(2-hydroxyethyl)-2-methyl-4,9-dihydro-3H-pyrano[2,3-e]isoindol-7-one
SMILES (Canonical) CC(=CCCC1(C(CC2=C(C=C3C(=C2O1)CN(C3=O)CCO)O)O)C)CCC(C(C)(C)O)O
SMILES (Isomeric) C/C(=C\CC[C@@]1([C@@H](CC2=C(C=C3C(=C2O1)CN(C3=O)CCO)O)O)C)/CC[C@@H](C(C)(C)O)O
InChI InChI=1S/C25H37NO7/c1-15(7-8-20(29)24(2,3)32)6-5-9-25(4)21(30)13-17-19(28)12-16-18(22(17)33-25)14-26(10-11-27)23(16)31/h6,12,20-21,27-30,32H,5,7-11,13-14H2,1-4H3/b15-6+/t20-,21+,25+/m0/s1
InChI Key ARJSGSALIJXTLS-OBNQQGLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H37NO7
Molecular Weight 463.60 g/mol
Exact Mass 463.25700252 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-2-[(E,7S)-7,8-dihydroxy-4,8-dimethylnon-3-enyl]-3,5-dihydroxy-8-(2-hydroxyethyl)-2-methyl-4,9-dihydro-3H-pyrano[2,3-e]isoindol-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9561 95.61%
Caco-2 - 0.7061 70.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6262 62.62%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8494 84.94%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8375 83.75%
P-glycoprotein inhibitior - 0.5266 52.66%
P-glycoprotein substrate + 0.6649 66.49%
CYP3A4 substrate + 0.6865 68.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8163 81.63%
CYP3A4 inhibition - 0.8314 83.14%
CYP2C9 inhibition - 0.9123 91.23%
CYP2C19 inhibition - 0.8800 88.00%
CYP2D6 inhibition - 0.9031 90.31%
CYP1A2 inhibition - 0.8960 89.60%
CYP2C8 inhibition - 0.5806 58.06%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4666 46.66%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9163 91.63%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3967 39.67%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5465 54.65%
skin sensitisation - 0.8366 83.66%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6371 63.71%
Acute Oral Toxicity (c) III 0.6381 63.81%
Estrogen receptor binding + 0.6674 66.74%
Androgen receptor binding + 0.5816 58.16%
Thyroid receptor binding + 0.5543 55.43%
Glucocorticoid receptor binding + 0.6557 65.57%
Aromatase binding + 0.7172 71.72%
PPAR gamma + 0.6969 69.69%
Honey bee toxicity - 0.7044 70.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8930 89.30%

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 99.39% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.19% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.73% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.30% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.91% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.91% 95.56%
CHEMBL1907 P15144 Aminopeptidase N 90.55% 93.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.67% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.42% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 89.28% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.20% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.17% 96.77%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.03% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.10% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.67% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.04% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.93% 90.24%
CHEMBL236 P41143 Delta opioid receptor 81.79% 99.35%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.69% 96.90%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.39% 94.78%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.69% 97.50%

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 163186258
LOTUS LTS0258255
wikiData Q104917366