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[8,10-Dihydroxy-9-(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] acetate

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 0ad6d80d-15cc-479c-b1ec-850e403cb424
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name [8,10-dihydroxy-9-(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] acetate
SMILES (Canonical) CC1CC2C(CC1OC(=O)C)C(OC3=C2C(=O)C4=CC(=C(C(=C4C3=O)O)C(C)(CO)C=C)O)(C)C
SMILES (Isomeric) CC1CC2C(CC1OC(=O)C)C(OC3=C2C(=O)C4=CC(=C(C(=C4C3=O)O)C(C)(CO)C=C)O)(C)C
InChI InChI=1S/C27H32O8/c1-7-27(6,11-28)21-17(30)9-15-19(23(21)32)24(33)25-20(22(15)31)14-8-12(2)18(34-13(3)29)10-16(14)26(4,5)35-25/h7,9,12,14,16,18,28,30,32H,1,8,10-11H2,2-6H3
InChI Key FQVIUWLPHLZGEM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O8
Molecular Weight 484.50 g/mol
Exact Mass 484.20971797 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [8,10-Dihydroxy-9-(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] acetate

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 - 0.6637 66.37%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7439 74.39%
OATP2B1 inhibitior - 0.8512 85.12%
OATP1B1 inhibitior + 0.8386 83.86%
OATP1B3 inhibitior + 0.8479 84.79%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9028 90.28%
P-glycoprotein inhibitior + 0.6462 64.62%
P-glycoprotein substrate - 0.5214 52.14%
CYP3A4 substrate + 0.7058 70.58%
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 + 0.6607 66.07%
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 - 0.9094 90.94%
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 - 0.4806 48.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5310 53.10%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7769 77.69%
Acute Oral Toxicity (c) III 0.6572 65.72%
Estrogen receptor binding + 0.7286 72.86%
Androgen receptor binding + 0.7530 75.30%
Thyroid receptor binding + 0.5399 53.99%
Glucocorticoid receptor binding + 0.8069 80.69%
Aromatase binding + 0.7227 72.27%
PPAR gamma + 0.7208 72.08%
Honey bee toxicity - 0.7332 73.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 99.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.03% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.97% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.55% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.79% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.45% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.38% 91.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.45% 91.07%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.32% 90.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.05% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.52% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.92% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.31% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.54% 94.42%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.78% 91.24%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.88% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.13% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.11% 96.77%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.64% 96.90%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.62% 96.38%

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 75583327
LOTUS LTS0253428
wikiData Q104166692