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(4aS,12bR)-8,10-dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[3,2-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 03fde17b-d768-489f-b10d-8e85100cd29b
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (4aS,12bR)-8,10-dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[3,2-c]isochromene-7,12-dione
SMILES (Canonical) CC1=CC2C(CC1)C(OC3=C2C(=O)C4=CC(=C(C(=C4C3=O)O)C(C)(CO)C=C)O)(C)C
SMILES (Isomeric) CC1=C[C@@H]2[C@H](CC1)C(OC3=C2C(=O)C4=CC(=C(C(=C4C3=O)O)C(C)(CO)C=C)O)(C)C
InChI InChI=1S/C25H28O6/c1-6-25(5,11-26)19-16(27)10-14-17(21(19)29)22(30)23-18(20(14)28)13-9-12(2)7-8-15(13)24(3,4)31-23/h6,9-10,13,15,26-27,29H,1,7-8,11H2,2-5H3/t13-,15+,25?/m1/s1
InChI Key XKDSORAUOWNWTM-VQXHNEEJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O6
Molecular Weight 424.50 g/mol
Exact Mass 424.18858861 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,12bR)-8,10-dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[3,2-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 + 0.9406 94.06%
Caco-2 - 0.5620 56.20%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7054 70.54%
OATP2B1 inhibitior - 0.5730 57.30%
OATP1B1 inhibitior + 0.8369 83.69%
OATP1B3 inhibitior + 0.9135 91.35%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8422 84.22%
P-glycoprotein inhibitior - 0.5322 53.22%
P-glycoprotein substrate - 0.6365 63.65%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8497 84.97%
CYP3A4 inhibition - 0.6080 60.80%
CYP2C9 inhibition + 0.6186 61.86%
CYP2C19 inhibition - 0.5536 55.36%
CYP2D6 inhibition - 0.7932 79.32%
CYP1A2 inhibition + 0.7344 73.44%
CYP2C8 inhibition + 0.6878 68.78%
CYP inhibitory promiscuity + 0.5440 54.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7130 71.30%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8274 82.74%
Skin irritation - 0.6530 65.30%
Skin corrosion - 0.9148 91.48%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4315 43.15%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5440 54.40%
skin sensitisation - 0.7708 77.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8261 82.61%
Acute Oral Toxicity (c) III 0.7226 72.26%
Estrogen receptor binding + 0.6745 67.45%
Androgen receptor binding + 0.6882 68.82%
Thyroid receptor binding + 0.5652 56.52%
Glucocorticoid receptor binding + 0.7683 76.83%
Aromatase binding + 0.7417 74.17%
PPAR gamma + 0.8110 81.10%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9883 98.83%

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 99.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.92% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.26% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.73% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 93.30% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.15% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.95% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.22% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.78% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.88% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.18% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.86% 99.23%
CHEMBL4581 P52732 Kinesin-like protein 1 86.96% 93.18%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.92% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.71% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 85.91% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.27% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.92% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.58% 91.03%
CHEMBL226 P30542 Adenosine A1 receptor 84.46% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 83.47% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.13% 91.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.82% 91.71%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.69% 80.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.57% 90.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.31% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.02% 97.09%
CHEMBL4530 P00488 Coagulation factor XIII 80.98% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.36% 96.77%

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 50925567
LOTUS LTS0248538
wikiData Q75059545