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(2R)-2-[(3R,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]-6-[(3S,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]hexanoic 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 b980815d-f683-4199-9808-c51c5eb389bd
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (2R)-2-[(3R,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]-6-[(3S,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]hexanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H70N2O10/c1-27-12-14-38-47(3,4)40(55)16-18-49(38,7)51(27)23-31-36(63-51)21-29-33(42(31)57)25-53(44(29)59)20-10-9-11-35(46(61)62)54-26-34-30(45(54)60)22-37-32(43(34)58)24-52(64-37)28(2)13-15-39-48(5,6)41(56)17-19-50(39,52)8/h21-22,27-28,35,38-41,55-58H,9-20,23-26H2,1-8H3,(H,61,62)/t27-,28-,35+,38-,39-,40-,41+,49-,50-,51-,52-/m0/s1
InChI Key BAOXTRUCPUGSIU-FKDLYAINSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H70N2O10
Molecular Weight 883.10 g/mol
Exact Mass 882.50304643 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 8.15
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3R,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]-6-[(3S,4aS,7S,8S,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl]hexanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8818 88.18%
Caco-2 - 0.8492 84.92%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5843 58.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior + 0.9181 91.81%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9827 98.27%
P-glycoprotein inhibitior + 0.7512 75.12%
P-glycoprotein substrate + 0.5886 58.86%
CYP3A4 substrate + 0.7235 72.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8327 83.27%
CYP3A4 inhibition - 0.5103 51.03%
CYP2C9 inhibition - 0.8287 82.87%
CYP2C19 inhibition - 0.5748 57.48%
CYP2D6 inhibition - 0.9123 91.23%
CYP1A2 inhibition - 0.9473 94.73%
CYP2C8 inhibition + 0.5659 56.59%
CYP inhibitory promiscuity - 0.8596 85.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5443 54.43%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.8243 82.43%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6837 68.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4381 43.81%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5858 58.58%
skin sensitisation - 0.8953 89.53%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8631 86.31%
Acute Oral Toxicity (c) III 0.6396 63.96%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.7691 76.91%
Thyroid receptor binding + 0.5823 58.23%
Glucocorticoid receptor binding + 0.7083 70.83%
Aromatase binding + 0.6297 62.97%
PPAR gamma + 0.7675 76.75%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9784 97.84%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.73% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.44% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.75% 95.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.47% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.19% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.59% 96.77%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.50% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.28% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.19% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.44% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.31% 94.45%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.10% 90.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.55% 91.71%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.14% 86.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.42% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.48% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%
CHEMBL2514 O95665 Neurotensin receptor 2 80.33% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.20% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.01% 92.50%

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 162934013
LOTUS LTS0157085
wikiData Q104922347