(3S)-3,5,7-Trihydroxy-9-methyl-3,4-dihydroanthracen-1(2H)-one

Details

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Internal ID 8225947d-75c5-42df-9918-30753b2c1f48
Taxonomy Benzenoids > Anthracenes
IUPAC Name (3S)-3,5,7-trihydroxy-9-methyl-3,4-dihydro-2H-anthracen-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C15H14O4/c1-7-11-4-10(17)5-13(18)12(11)3-8-2-9(16)6-14(19)15(7)8/h3-5,9,16-18H,2,6H2,1H3/t9-/m0/s1
InChI Key ZKFBXHXSNWPOEE-VIFPVBQESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H14O4
Molecular Weight 258.27 g/mol
Exact Mass 258.08920892 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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(3S)-3,5,7-Trihydroxy-9-methyl-3,4-dihydroanthracen-1(2H)-one
DTXSID90773079

2D Structure

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2D Structure of (3S)-3,5,7-Trihydroxy-9-methyl-3,4-dihydroanthracen-1(2H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 + 0.7716 77.16%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7327 73.27%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.9046 90.46%
OATP1B3 inhibitior + 0.9502 95.02%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6350 63.50%
P-glycoprotein inhibitior - 0.9524 95.24%
P-glycoprotein substrate - 0.7903 79.03%
CYP3A4 substrate + 0.5315 53.15%
CYP2C9 substrate - 0.5743 57.43%
CYP2D6 substrate - 0.7658 76.58%
CYP3A4 inhibition + 0.6629 66.29%
CYP2C9 inhibition - 0.6030 60.30%
CYP2C19 inhibition - 0.6360 63.60%
CYP2D6 inhibition - 0.8341 83.41%
CYP1A2 inhibition + 0.8357 83.57%
CYP2C8 inhibition - 0.8522 85.22%
CYP inhibitory promiscuity - 0.6807 68.07%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.8122 81.22%
Carcinogenicity (trinary) Non-required 0.6253 62.53%
Eye corrosion - 0.9905 99.05%
Eye irritation + 0.8811 88.11%
Skin irritation - 0.5275 52.75%
Skin corrosion - 0.9054 90.54%
Ames mutagenesis + 0.5646 56.46%
Human Ether-a-go-go-Related Gene inhibition - 0.7167 71.67%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.7214 72.14%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5947 59.47%
Acute Oral Toxicity (c) III 0.7830 78.30%
Estrogen receptor binding + 0.6464 64.64%
Androgen receptor binding + 0.5598 55.98%
Thyroid receptor binding - 0.6002 60.02%
Glucocorticoid receptor binding + 0.5731 57.31%
Aromatase binding - 0.5730 57.30%
PPAR gamma + 0.7205 72.05%
Honey bee toxicity - 0.8855 88.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9401 94.01%

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 97.68% 91.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 95.62% 92.68%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.50% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.81% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.14% 99.23%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.08% 96.12%
CHEMBL217 P14416 Dopamine D2 receptor 86.70% 95.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.21% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.32% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.86% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.20% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.12% 100.00%

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.
Aloe vera

Cross-Links

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PubChem 71347130
LOTUS LTS0223661
wikiData Q82733693