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(11R,12R,13R,14S)-2,9-dimethoxy-12-(6-methoxy-1,3-benzodioxol-5-yl)-13-(methoxymethyl)-4,15-dioxatetracyclo[8.5.0.03,8.011,14]pentadeca-1,3(8),6,9-tetraen-5-one

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 51e97358-291a-41b7-b0ed-782c5a98eaa4
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name (11R,12R,13R,14S)-2,9-dimethoxy-12-(6-methoxy-1,3-benzodioxol-5-yl)-13-(methoxymethyl)-4,15-dioxatetracyclo[8.5.0.03,8.011,14]pentadeca-1,3(8),6,9-tetraen-5-one
SMILES (Canonical) COCC1C(C2C1OC3=C(C4=C(C=CC(=O)O4)C(=C23)OC)OC)C5=CC6=C(C=C5OC)OCO6
SMILES (Isomeric) COC[C@H]1[C@@H]([C@H]2[C@@H]1OC3=C(C4=C(C=CC(=O)O4)C(=C23)OC)OC)C5=CC6=C(C=C5OC)OCO6
InChI InChI=1S/C25H24O9/c1-27-9-13-18(12-7-15-16(32-10-31-15)8-14(12)28-2)19-20-21(29-3)11-5-6-17(26)33-23(11)25(30-4)24(20)34-22(13)19/h5-8,13,18-19,22H,9-10H2,1-4H3/t13-,18-,19+,22+/m0/s1
InChI Key RLJAWBOFZBTOPL-VSMYDVMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O9
Molecular Weight 468.50 g/mol
Exact Mass 468.14203234 g/mol
Topological Polar Surface Area (TPSA) 90.90 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (11R,12R,13R,14S)-2,9-dimethoxy-12-(6-methoxy-1,3-benzodioxol-5-yl)-13-(methoxymethyl)-4,15-dioxatetracyclo[8.5.0.03,8.011,14]pentadeca-1,3(8),6,9-tetraen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9760 97.60%
Caco-2 + 0.6163 61.63%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6155 61.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9240 92.40%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9744 97.44%
P-glycoprotein inhibitior + 0.9333 93.33%
P-glycoprotein substrate - 0.5999 59.99%
CYP3A4 substrate + 0.6248 62.48%
CYP2C9 substrate - 0.6661 66.61%
CYP2D6 substrate - 0.8359 83.59%
CYP3A4 inhibition + 0.8596 85.96%
CYP2C9 inhibition + 0.6792 67.92%
CYP2C19 inhibition + 0.8502 85.02%
CYP2D6 inhibition - 0.6535 65.35%
CYP1A2 inhibition - 0.8497 84.97%
CYP2C8 inhibition + 0.5487 54.87%
CYP inhibitory promiscuity + 0.8409 84.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4463 44.63%
Eye corrosion - 0.9805 98.05%
Eye irritation - 0.8716 87.16%
Skin irritation - 0.8156 81.56%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8790 87.90%
Micronuclear + 0.7174 71.74%
Hepatotoxicity + 0.5666 56.66%
skin sensitisation - 0.7330 73.30%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6648 66.48%
Acute Oral Toxicity (c) III 0.5500 55.00%
Estrogen receptor binding + 0.8829 88.29%
Androgen receptor binding + 0.7817 78.17%
Thyroid receptor binding + 0.6282 62.82%
Glucocorticoid receptor binding + 0.9096 90.96%
Aromatase binding + 0.5742 57.42%
PPAR gamma + 0.7373 73.73%
Honey bee toxicity - 0.7490 74.90%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9602 96.02%

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%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.64% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.72% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.81% 92.62%
CHEMBL2581 P07339 Cathepsin D 89.83% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.58% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.56% 83.82%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.73% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.45% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.34% 97.09%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 84.67% 94.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL1871 P10275 Androgen Receptor 83.29% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.26% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.04% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.07% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.60% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.32% 85.30%
CHEMBL2535 P11166 Glucose transporter 81.13% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.94% 96.09%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.64% 80.96%

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.
Melicope denhamii

Cross-Links

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PubChem 57341020
LOTUS LTS0187677
wikiData Q105240153