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(4aS,12bS)-8,10-dihydroxy-2-(hydroxymethyl)-5,5-dimethyl-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 2c8da028-b338-47e2-a3ca-401f26e37016
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (4aS,12bS)-8,10-dihydroxy-2-(hydroxymethyl)-5,5-dimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione
SMILES (Canonical) CC1(C2CCC(=CC2C3=C(O1)C(=O)C4=C(C3=O)C=C(C=C4O)O)CO)C
SMILES (Isomeric) CC1([C@H]2CCC(=C[C@@H]2C3=C(O1)C(=O)C4=C(C3=O)C=C(C=C4O)O)CO)C
InChI InChI=1S/C20H20O6/c1-20(2)13-4-3-9(8-21)5-11(13)16-17(24)12-6-10(22)7-14(23)15(12)18(25)19(16)26-20/h5-7,11,13,21-23H,3-4,8H2,1-2H3/t11-,13-/m0/s1
InChI Key PTWDQKQKJHACJW-AAEUAGOBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H20O6
Molecular Weight 356.40 g/mol
Exact Mass 356.12598835 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,12bS)-8,10-dihydroxy-2-(hydroxymethyl)-5,5-dimethyl-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 + 0.9611 96.11%
Caco-2 + 0.4904 49.04%
Blood Brain Barrier - 0.5951 59.51%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7910 79.10%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8729 87.29%
OATP1B3 inhibitior + 0.9046 90.46%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.6096 60.96%
BSEP inhibitior - 0.7171 71.71%
P-glycoprotein inhibitior - 0.7875 78.75%
P-glycoprotein substrate - 0.7645 76.45%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8430 84.30%
CYP3A4 inhibition - 0.7087 70.87%
CYP2C9 inhibition + 0.5470 54.70%
CYP2C19 inhibition - 0.5528 55.28%
CYP2D6 inhibition - 0.7102 71.02%
CYP1A2 inhibition + 0.6763 67.63%
CYP2C8 inhibition + 0.5804 58.04%
CYP inhibitory promiscuity + 0.5292 52.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7420 74.20%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8111 81.11%
Skin irritation - 0.7222 72.22%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5234 52.34%
Human Ether-a-go-go-Related Gene inhibition - 0.4028 40.28%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.7835 78.35%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6503 65.03%
Acute Oral Toxicity (c) III 0.6611 66.11%
Estrogen receptor binding + 0.8528 85.28%
Androgen receptor binding + 0.7340 73.40%
Thyroid receptor binding - 0.5473 54.73%
Glucocorticoid receptor binding + 0.8911 89.11%
Aromatase binding + 0.8064 80.64%
PPAR gamma + 0.7431 74.31%
Honey bee toxicity - 0.8687 86.87%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9734 97.34%

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 98.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.45% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.96% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 94.39% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.24% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.19% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.04% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.66% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.43% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.09% 100.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 90.65% 96.12%
CHEMBL4208 P20618 Proteasome component C5 87.99% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.79% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.03% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.64% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.62% 95.89%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.61% 91.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.27% 96.21%
CHEMBL1937 Q92769 Histone deacetylase 2 81.48% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 81.19% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.11% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.68% 90.71%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.60% 95.53%
CHEMBL1951 P21397 Monoamine oxidase A 80.58% 91.49%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.11% 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 162927949
LOTUS LTS0187611
wikiData Q105214925