(4R)-4,5-dihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)-3-oxocyclohexa-1,5-dien-1-olate

Details

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Internal ID 1f21bd13-bf80-4dbe-8e13-da6115f41942
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
IUPAC Name (4R)-4,5-dihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)-3-oxocyclohexa-1,5-dien-1-olate
SMILES (Canonical) CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)[O-]
SMILES (Isomeric) CC(C)CC(=O)C1=C(C(=C([C@@](C1=O)(CC=C(C)C)O)O)CC=C(C)C)[O-]
InChI InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/p-1/t21-/m1/s1
InChI Key VMSLCPKYRPDHLN-OAQYLSRUSA-M
Popularity 64 references in papers

Physical and Chemical Properties

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Molecular Formula C21H29O5-
Molecular Weight 361.50 g/mol
Exact Mass 361.20149902 g/mol
Topological Polar Surface Area (TPSA) 97.70 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.05
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4,5-dihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)-3-oxocyclohexa-1,5-dien-1-olate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9269 92.69%
Caco-2 + 0.5177 51.77%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7643 76.43%
OATP2B1 inhibitior - 0.5705 57.05%
OATP1B1 inhibitior + 0.8745 87.45%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8448 84.48%
P-glycoprotein inhibitior - 0.8623 86.23%
P-glycoprotein substrate - 0.6472 64.72%
CYP3A4 substrate + 0.5150 51.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.8816 88.16%
CYP2C9 inhibition - 0.8693 86.93%
CYP2C19 inhibition - 0.7233 72.33%
CYP2D6 inhibition - 0.9015 90.15%
CYP1A2 inhibition - 0.9114 91.14%
CYP2C8 inhibition - 0.8950 89.50%
CYP inhibitory promiscuity - 0.9672 96.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6526 65.26%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.5769 57.69%
Skin irritation - 0.6266 62.66%
Skin corrosion - 0.9137 91.37%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6798 67.98%
Micronuclear - 0.6641 66.41%
Hepatotoxicity + 0.6929 69.29%
skin sensitisation - 0.5780 57.80%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.7340 73.40%
Acute Oral Toxicity (c) III 0.4092 40.92%
Estrogen receptor binding + 0.6003 60.03%
Androgen receptor binding + 0.5259 52.59%
Thyroid receptor binding - 0.5495 54.95%
Glucocorticoid receptor binding + 0.7939 79.39%
Aromatase binding + 0.6482 64.82%
PPAR gamma + 0.7915 79.15%
Honey bee toxicity - 0.8550 85.50%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9775 97.75%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.16% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.02% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.55% 91.11%
CHEMBL301 P24941 Cyclin-dependent kinase 2 92.42% 91.23%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.56% 83.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.83% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.41% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.91% 90.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.70% 89.34%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.31% 96.90%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.63% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.36% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 80.79% 94.73%

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.
Humulus lupulus
Leuzea carthamoides

Cross-Links

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PubChem 25203320
NPASS NPC221953