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3,4'-dihydroxy-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-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 71d68f14-a2f0-4344-ab8b-aeb9a55a3b15
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
IUPAC Name 3,4'-dihydroxy-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H31NO5/c1-12-4-5-17-21(2,11-25)18(27)6-7-22(17,3)23(12)9-14-16(26)8-13-15(19(14)29-23)10-24-20(13)28/h8,12,17-18,25-27H,4-7,9-11H2,1-3H3,(H,24,28)
InChI Key UKFJJQFTYRFTPB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO5
Molecular Weight 401.50 g/mol
Exact Mass 401.22022309 g/mol
Topological Polar Surface Area (TPSA) 99.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.52
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4'-dihydroxy-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 - 0.5140 51.40%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6439 64.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.9389 93.89%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8602 86.02%
BSEP inhibitior - 0.4803 48.03%
P-glycoprotein inhibitior - 0.6363 63.63%
P-glycoprotein substrate + 0.5539 55.39%
CYP3A4 substrate + 0.6657 66.57%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8176 81.76%
CYP3A4 inhibition - 0.6573 65.73%
CYP2C9 inhibition - 0.8298 82.98%
CYP2C19 inhibition - 0.7709 77.09%
CYP2D6 inhibition - 0.8617 86.17%
CYP1A2 inhibition - 0.8220 82.20%
CYP2C8 inhibition + 0.4946 49.46%
CYP inhibitory promiscuity - 0.6775 67.75%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5791 57.91%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.7843 78.43%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5415 54.15%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6029 60.29%
skin sensitisation - 0.8607 86.07%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6263 62.63%
Acute Oral Toxicity (c) III 0.6465 64.65%
Estrogen receptor binding + 0.8307 83.07%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding + 0.5933 59.33%
Glucocorticoid receptor binding + 0.8148 81.48%
Aromatase binding + 0.7904 79.04%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.8093 80.93%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8223 82.23%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.88% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.23% 95.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 92.16% 88.84%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.46% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.99% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.34% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.34% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.13% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.11% 94.45%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.36% 85.11%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.78% 91.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.75% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.17% 96.77%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.13% 86.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.82% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.43% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.05% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.85% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.34% 93.40%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.89% 95.53%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.93% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 80.11% 94.75%

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 162881186
LOTUS LTS0028411
wikiData Q104198304