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(4aS,12bS)-8,10-dihydroxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione

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 294992c3-670e-47d8-809f-068d5911e234
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (4aS,12bS)-8,10-dihydroxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione
SMILES (Canonical) CC1=CC2C(CC1)C(OC3=C2C(=O)C4=C(C3=O)C(=CC(=C4)O)O)(C)C
SMILES (Isomeric) CC1=C[C@H]2[C@H](CC1)C(OC3=C2C(=O)C4=C(C3=O)C(=CC(=C4)O)O)(C)C
InChI InChI=1S/C20H20O5/c1-9-4-5-13-11(6-9)16-17(23)12-7-10(21)8-14(22)15(12)18(24)19(16)25-20(13,2)3/h6-8,11,13,21-22H,4-5H2,1-3H3/t11-,13-/m0/s1
InChI Key WZLAAPRLRPKMEF-AAEUAGOBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H20O5
Molecular Weight 340.40 g/mol
Exact Mass 340.13107373 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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CHEBI:221290
(4aS,12bS)-8,10-dihydroxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione

2D Structure

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2D Structure of (4aS,12bS)-8,10-dihydroxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9822 98.22%
Caco-2 + 0.6463 64.63%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6439 64.39%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.9027 90.27%
OATP1B3 inhibitior + 0.9604 96.04%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6510 65.10%
P-glycoprotein inhibitior - 0.7604 76.04%
P-glycoprotein substrate - 0.8372 83.72%
CYP3A4 substrate + 0.6527 65.27%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8359 83.59%
CYP3A4 inhibition - 0.6798 67.98%
CYP2C9 inhibition + 0.6587 65.87%
CYP2C19 inhibition - 0.5774 57.74%
CYP2D6 inhibition - 0.6863 68.63%
CYP1A2 inhibition + 0.7528 75.28%
CYP2C8 inhibition + 0.6016 60.16%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9518 95.18%
Carcinogenicity (trinary) Non-required 0.6522 65.22%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.7178 71.78%
Skin irritation - 0.6318 63.18%
Skin corrosion - 0.9053 90.53%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition - 0.3976 39.76%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.6776 67.76%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.4923 49.23%
Acute Oral Toxicity (c) III 0.6563 65.63%
Estrogen receptor binding + 0.8752 87.52%
Androgen receptor binding + 0.7441 74.41%
Thyroid receptor binding - 0.5518 55.18%
Glucocorticoid receptor binding + 0.8754 87.54%
Aromatase binding + 0.7986 79.86%
PPAR gamma + 0.8229 82.29%
Honey bee toxicity - 0.8348 83.48%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9801 98.01%

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 98.85% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.38% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.58% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.14% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.13% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.45% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.12% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.73% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.35% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.06% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.31% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.99% 93.03%
CHEMBL4208 P20618 Proteasome component C5 88.19% 90.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 88.13% 96.12%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.46% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.44% 80.96%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.60% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 82.36% 95.93%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.27% 92.68%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.93% 86.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.60% 96.09%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.52% 95.53%
CHEMBL1937 Q92769 Histone deacetylase 2 80.46% 94.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.00% 80.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 139588906
LOTUS LTS0027141
wikiData Q105323309