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Hydroxysesamone

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 ebdde2e1-6c26-4452-a6ea-1cbc69ae4069
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 4,5,8-trihydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C15H14O5/c1-7(2)3-4-8-13(18)11-9(16)5-6-10(17)12(11)15(20)14(8)19/h3,5-6,16-18H,4H2,1-2H3
InChI Key UKISCNCIBMEEII-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C15H14O5
Molecular Weight 274.27 g/mol
Exact Mass 274.08412354 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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CHEMBL5186130
CHEBI:174608
2,5,8-Trihydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione
4,5,8-trihydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione

2D Structure

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2D Structure of Hydroxysesamone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.7872 78.72%
Blood Brain Barrier + 0.5121 51.21%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6527 65.27%
OATP2B1 inhibitior - 0.7021 70.21%
OATP1B1 inhibitior + 0.9437 94.37%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8588 85.88%
BSEP inhibitior - 0.8144 81.44%
P-glycoprotein inhibitior - 0.9182 91.82%
P-glycoprotein substrate - 0.9535 95.35%
CYP3A4 substrate - 0.6378 63.78%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition - 0.7681 76.81%
CYP2C9 inhibition + 0.9365 93.65%
CYP2C19 inhibition + 0.6413 64.13%
CYP2D6 inhibition - 0.5415 54.15%
CYP1A2 inhibition + 0.8784 87.84%
CYP2C8 inhibition - 0.9573 95.73%
CYP inhibitory promiscuity + 0.8149 81.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.7049 70.49%
Eye corrosion - 0.9855 98.55%
Eye irritation + 0.9185 91.85%
Skin irritation - 0.5960 59.60%
Skin corrosion - 0.8313 83.13%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7466 74.66%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation + 0.6076 60.76%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.7191 71.91%
Acute Oral Toxicity (c) III 0.6663 66.63%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.6673 66.73%
Thyroid receptor binding - 0.6622 66.22%
Glucocorticoid receptor binding + 0.8745 87.45%
Aromatase binding - 0.6197 61.97%
PPAR gamma + 0.7726 77.26%
Honey bee toxicity - 0.9212 92.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9968 99.68%

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 96.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.08% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.95% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.35% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 83.06% 91.49%
CHEMBL4208 P20618 Proteasome component C5 80.05% 90.00%

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.
Cosmos sulphureus
Sesamum indicum

Cross-Links

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PubChem 135404715
LOTUS LTS0158685
wikiData Q105264831