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[(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydronaphtho[2,3-c]isochromen-3-yl] 2-methylpropanoate

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 01727f8c-4dc4-462e-9924-ca8c9f0abbba
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name [(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydronaphtho[2,3-c]isochromen-3-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H36O8/c1-8-29(7,12-30)22-18(31)10-16-20(24(22)33)25(34)26-21(23(16)32)15-9-14(4)19(36-27(35)13(2)3)11-17(15)28(5,6)37-26/h8,10,13-15,17,19,30-31,33H,1,9,11-12H2,2-7H3/t14-,15+,17-,19-,29+/m1/s1
InChI Key NPKRLSYRZGLPCT-LJCMUKBKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O8
Molecular Weight 512.60 g/mol
Exact Mass 512.24101810 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydronaphtho[2,3-c]isochromen-3-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9302 93.02%
Caco-2 - 0.7018 70.18%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7439 74.39%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior + 0.8479 84.79%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9314 93.14%
P-glycoprotein inhibitior + 0.6929 69.29%
P-glycoprotein substrate - 0.5069 50.69%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8873 88.73%
CYP3A4 inhibition - 0.5067 50.67%
CYP2C9 inhibition - 0.5751 57.51%
CYP2C19 inhibition - 0.5830 58.30%
CYP2D6 inhibition - 0.8658 86.58%
CYP1A2 inhibition + 0.5965 59.65%
CYP2C8 inhibition + 0.6539 65.39%
CYP inhibitory promiscuity - 0.5673 56.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6695 66.95%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.6934 69.34%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5493 54.93%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5810 58.10%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8579 85.79%
Acute Oral Toxicity (c) III 0.6572 65.72%
Estrogen receptor binding + 0.8080 80.80%
Androgen receptor binding + 0.7555 75.55%
Thyroid receptor binding + 0.5821 58.21%
Glucocorticoid receptor binding + 0.8109 81.09%
Aromatase binding + 0.7423 74.23%
PPAR gamma + 0.6835 68.35%
Honey bee toxicity - 0.7169 71.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9967 99.67%

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 99.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.97% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.53% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.01% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.12% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.21% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.82% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 90.64% 91.49%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.55% 90.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.68% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 89.48% 94.73%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.65% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.82% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.69% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.52% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.33% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.43% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.81% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.64% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 82.26% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.01% 91.24%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.71% 94.42%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.51% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.27% 96.90%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.12% 97.33%
CHEMBL4581 P52732 Kinesin-like protein 1 80.67% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.50% 97.14%

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 162846444
LOTUS LTS0118387
wikiData Q105183093