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(2S)-2-[(2R,2'R,4'aS,6'R,8'aS)-2',4-dihydroxy-1',1',4'a,6'-tetramethyl-6-oxo-spiro[3,8-dihydrofuro[2,3-e]isoindole-2,5'-decalin]-7-yl]pentanedioic 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 c63d4c60-69cd-41ed-8cda-6677ee711472
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
IUPAC Name (2S)-2-[(3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-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]pentanedioic acid
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(C=C5C(=C4O3)CN(C5=O)C(CCC(=O)O)C(=O)O)O)C)O)(C)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(C=C5C(=C4O3)CN(C5=O)[C@@H](CCC(=O)O)C(=O)O)O)(CC[C@H](C2(C)C)O)C
InChI InChI=1S/C28H37NO8/c1-14-5-7-20-26(2,3)21(31)9-10-27(20,4)28(14)12-16-19(30)11-15-17(23(16)37-28)13-29(24(15)34)18(25(35)36)6-8-22(32)33/h11,14,18,20-21,30-31H,5-10,12-13H2,1-4H3,(H,32,33)(H,35,36)/t14-,18+,20+,21-,27+,28-/m1/s1
InChI Key QZGOQORSUIQVIR-ANCPPULHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO8
Molecular Weight 515.60 g/mol
Exact Mass 515.25191714 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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(2S)-2-[(2R,2'R,4'aS,6'R,8'aS)-2',4-dihydroxy-1',1',4'a,6'-tetramethyl-6-oxo-spiro[3,8-dihydrofuro[2,3-e]isoindole-2,5'-decalin]-7-yl]pentanedioic acid

2D Structure

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2D Structure of (2S)-2-[(2R,2'R,4'aS,6'R,8'aS)-2',4-dihydroxy-1',1',4'a,6'-tetramethyl-6-oxo-spiro[3,8-dihydrofuro[2,3-e]isoindole-2,5'-decalin]-7-yl]pentanedioic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9084 90.84%
Caco-2 - 0.7588 75.88%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6431 64.31%
OATP2B1 inhibitior - 0.7053 70.53%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7714 77.14%
P-glycoprotein inhibitior - 0.4671 46.71%
P-glycoprotein substrate - 0.5282 52.82%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8327 83.27%
CYP3A4 inhibition - 0.6158 61.58%
CYP2C9 inhibition - 0.8026 80.26%
CYP2C19 inhibition - 0.6273 62.73%
CYP2D6 inhibition - 0.9173 91.73%
CYP1A2 inhibition - 0.8995 89.95%
CYP2C8 inhibition + 0.4807 48.07%
CYP inhibitory promiscuity - 0.7651 76.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5435 54.35%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9257 92.57%
Skin irritation - 0.8184 81.84%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6153 61.53%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.6063 60.63%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8875 88.75%
Acute Oral Toxicity (c) III 0.6506 65.06%
Estrogen receptor binding + 0.7349 73.49%
Androgen receptor binding + 0.6932 69.32%
Thyroid receptor binding - 0.5313 53.13%
Glucocorticoid receptor binding + 0.7525 75.25%
Aromatase binding + 0.7428 74.28%
PPAR gamma + 0.6523 65.23%
Honey bee toxicity - 0.7894 78.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9762 97.62%

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 98.86% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.04% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.02% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.25% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.15% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.10% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.99% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.43% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.35% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.67% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.13% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.46% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.06% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.08% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.83% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.19% 85.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.61% 82.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.54% 95.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.06% 97.25%

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 38346179
LOTUS LTS0190161
wikiData Q105232036