(3S,5R)-12-hydroxy-5-methyl-10-(2-phenylethyl)-4,7-dioxatricyclo[6.4.0.03,5]dodeca-1(8),9,11-triene-11-carboxylic acid

Details

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Internal ID 63dd4afd-f750-401f-881a-80a7115d5537
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name (3S,5R)-12-hydroxy-5-methyl-10-(2-phenylethyl)-4,7-dioxatricyclo[6.4.0.03,5]dodeca-1(8),9,11-triene-11-carboxylic acid
SMILES (Canonical) CC12COC3=C(CC1O2)C(=C(C(=C3)CCC4=CC=CC=C4)C(=O)O)O
SMILES (Isomeric) C[C@@]12COC3=C(C[C@@H]1O2)C(=C(C(=C3)CCC4=CC=CC=C4)C(=O)O)O
InChI InChI=1S/C20H20O5/c1-20-11-24-15-9-13(8-7-12-5-3-2-4-6-12)17(19(22)23)18(21)14(15)10-16(20)25-20/h2-6,9,16,21H,7-8,10-11H2,1H3,(H,22,23)/t16-,20+/m0/s1
InChI Key WLKITVDHZZPUCI-OXJNMPFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O5
Molecular Weight 340.40 g/mol
Exact Mass 340.13107373 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R)-12-hydroxy-5-methyl-10-(2-phenylethyl)-4,7-dioxatricyclo[6.4.0.03,5]dodeca-1(8),9,11-triene-11-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9081 90.81%
Caco-2 - 0.6056 60.56%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7676 76.76%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.8702 87.02%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7934 79.34%
P-glycoprotein inhibitior - 0.4834 48.34%
P-glycoprotein substrate - 0.5443 54.43%
CYP3A4 substrate + 0.5699 56.99%
CYP2C9 substrate - 0.6190 61.90%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition - 0.8557 85.57%
CYP2C9 inhibition - 0.7636 76.36%
CYP2C19 inhibition - 0.7209 72.09%
CYP2D6 inhibition - 0.9243 92.43%
CYP1A2 inhibition - 0.7021 70.21%
CYP2C8 inhibition + 0.7721 77.21%
CYP inhibitory promiscuity - 0.9104 91.04%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6202 62.02%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.7599 75.99%
Skin irritation - 0.7132 71.32%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6203 62.03%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5460 54.60%
skin sensitisation - 0.8569 85.69%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5118 51.18%
Acute Oral Toxicity (c) III 0.5130 51.30%
Estrogen receptor binding + 0.9403 94.03%
Androgen receptor binding + 0.7781 77.81%
Thyroid receptor binding - 0.4902 49.02%
Glucocorticoid receptor binding + 0.6447 64.47%
Aromatase binding + 0.6318 63.18%
PPAR gamma + 0.8306 83.06%
Honey bee toxicity - 0.8763 87.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9933 99.33%

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 99.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.07% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.59% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.36% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.72% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 89.44% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.77% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 86.85% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.40% 99.17%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.54% 96.25%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.13% 96.37%
CHEMBL2535 P11166 Glucose transporter 81.09% 98.75%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 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.
Radula complanata

Cross-Links

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PubChem 163071364
LOTUS LTS0026297
wikiData Q105308024