(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone

Details

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Internal ID 7ebdcd72-c422-4d78-b4d4-ba680565cd39
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one
SMILES (Canonical) CC1=CC(=O)C2C(C(CCC2(C1COC3=CC4=C(C=C3)C=CC(=O)O4)C)O)(C)C
SMILES (Isomeric) CC1=CC(=O)C2C(C(CCC2(C1COC3=CC4=C(C=C3)C=CC(=O)O4)C)O)(C)C
InChI InChI=1S/C24H28O5/c1-14-11-18(25)22-23(2,3)20(26)9-10-24(22,4)17(14)13-28-16-7-5-15-6-8-21(27)29-19(15)12-16/h5-8,11-12,17,20,22,26H,9-10,13H2,1-4H3
InChI Key HIQLOIOGTRDMIW-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H28O5
Molecular Weight 396.50 g/mol
Exact Mass 396.19367399 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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CHEBI:141536
7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one
7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

2D Structure

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2D Structure of (3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 - 0.5645 56.45%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8697 86.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8199 81.99%
OATP1B3 inhibitior + 0.8521 85.21%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7891 78.91%
BSEP inhibitior + 0.9727 97.27%
P-glycoprotein inhibitior + 0.6196 61.96%
P-glycoprotein substrate - 0.6874 68.74%
CYP3A4 substrate + 0.6880 68.80%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition + 0.5107 51.07%
CYP2C9 inhibition + 0.5311 53.11%
CYP2C19 inhibition + 0.5493 54.93%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition + 0.7400 74.00%
CYP2C8 inhibition + 0.4805 48.05%
CYP inhibitory promiscuity - 0.8582 85.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6969 69.69%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9586 95.86%
Skin irritation - 0.7411 74.11%
Skin corrosion - 0.9597 95.97%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9280 92.80%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5286 52.86%
skin sensitisation - 0.8305 83.05%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8841 88.41%
Acute Oral Toxicity (c) III 0.3925 39.25%
Estrogen receptor binding + 0.8290 82.90%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding + 0.6560 65.60%
Glucocorticoid receptor binding + 0.7771 77.71%
Aromatase binding + 0.6985 69.85%
PPAR gamma + 0.6159 61.59%
Honey bee toxicity - 0.8512 85.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 1.0000 100.00%

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 97.66% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.54% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.69% 94.00%
CHEMBL2581 P07339 Cathepsin D 91.91% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.41% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.33% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.43% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.36% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.14% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.79% 95.93%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.49% 93.99%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.61% 90.71%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.25% 85.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.97% 86.33%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.76% 96.67%
CHEMBL1871 P10275 Androgen Receptor 81.59% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.49% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 80.93% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.36% 95.56%

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.
Dolichorrhiza persica
Ferula assa-foetida

Cross-Links

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PubChem 3725594
LOTUS LTS0040717
wikiData Q105028970