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(2S,3S)-2-[(2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrouro[2,3-e]isoindole]-7'-yl]-3-methylpentanoic 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 ad837ac6-d738-433d-89a7-1c20a89b84aa
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Isoleucine and derivatives
IUPAC Name (2S,3S)-2-[(2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[2,3-e]isoindole]-7'-yl]-3-methylpentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H41NO7/c1-7-14(2)22(26(35)36)30-13-18-16(25(30)34)10-19(31)17-11-29(37-23(17)18)15(3)8-9-21-27(4,5)24(33)20(32)12-28(21,29)6/h10,14-15,20-22,24,31-33H,7-9,11-13H2,1-6H3,(H,35,36)/t14-,15+,20+,21-,22-,24+,28-,29+/m0/s1
InChI Key IJYTXOHZOXDJGZ-VFYNXYKSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H41NO7
Molecular Weight 515.60 g/mol
Exact Mass 515.28830265 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S)-2-[(2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrouro[2,3-e]isoindole]-7'-yl]-3-methylpentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7799 77.99%
Caco-2 - 0.7152 71.52%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6320 63.20%
OATP2B1 inhibitior - 0.7115 71.15%
OATP1B1 inhibitior + 0.8323 83.23%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8640 86.40%
P-glycoprotein inhibitior - 0.4942 49.42%
P-glycoprotein substrate + 0.5619 56.19%
CYP3A4 substrate + 0.6596 65.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition + 0.5916 59.16%
CYP2C9 inhibition - 0.8186 81.86%
CYP2C19 inhibition - 0.7484 74.84%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.8447 84.47%
CYP2C8 inhibition + 0.5717 57.17%
CYP inhibitory promiscuity - 0.8586 85.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5322 53.22%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9370 93.70%
Skin irritation - 0.7922 79.22%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6201 62.01%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6335 63.35%
skin sensitisation - 0.8679 86.79%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8018 80.18%
Acute Oral Toxicity (c) III 0.6508 65.08%
Estrogen receptor binding + 0.6568 65.68%
Androgen receptor binding + 0.6851 68.51%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7786 77.86%
Aromatase binding + 0.7101 71.01%
PPAR gamma + 0.6007 60.07%
Honey bee toxicity - 0.8060 80.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9847 98.47%

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 98.70% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.76% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.90% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.38% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.23% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.22% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.84% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.67% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.58% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.51% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.20% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.64% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.59% 99.23%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.45% 85.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.18% 93.40%
CHEMBL340 P08684 Cytochrome P450 3A4 82.26% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.23% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.26% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.25% 99.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.21% 96.37%
CHEMBL2514 O95665 Neurotensin receptor 2 80.71% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.38% 89.50%

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 51693995
LOTUS LTS0112947
wikiData Q105114232