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(1R,4R,5S,6R,7R,8S)-8-hydroxy-4-methoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-7-methyl-1-prop-2-enylbicyclo[3.2.1]octan-3-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 8c1e6fd0-5b91-4f32-b0d1-05e64cd84007
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1R,4R,5S,6R,7R,8S)-8-hydroxy-4-methoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-7-methyl-1-prop-2-enylbicyclo[3.2.1]octan-3-one
SMILES (Canonical) CC1C(C2C(C(=O)CC1(C2O)CC=C)OC)C3=CC4=C(C(=C3)OC)OCO4
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]2[C@H](C(=O)C[C@]1([C@H]2O)CC=C)OC)C3=CC4=C(C(=C3)OC)OCO4
InChI InChI=1S/C21H26O6/c1-5-6-21-9-13(22)18(25-4)17(20(21)23)16(11(21)2)12-7-14(24-3)19-15(8-12)26-10-27-19/h5,7-8,11,16-18,20,23H,1,6,9-10H2,2-4H3/t11-,16+,17-,18+,20+,21-/m1/s1
InChI Key VXXKWKZOZOQGRL-HHQNFVDUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H26O6
Molecular Weight 374.40 g/mol
Exact Mass 374.17293854 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5S,6R,7R,8S)-8-hydroxy-4-methoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-7-methyl-1-prop-2-enylbicyclo[3.2.1]octan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 + 0.6014 60.14%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8969 89.69%
OATP1B3 inhibitior - 0.2157 21.57%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8124 81.24%
P-glycoprotein inhibitior - 0.5670 56.70%
P-glycoprotein substrate - 0.6363 63.63%
CYP3A4 substrate + 0.6018 60.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7660 76.60%
CYP3A4 inhibition + 0.8659 86.59%
CYP2C9 inhibition - 0.5948 59.48%
CYP2C19 inhibition - 0.5421 54.21%
CYP2D6 inhibition - 0.9196 91.96%
CYP1A2 inhibition - 0.8765 87.65%
CYP2C8 inhibition - 0.7571 75.71%
CYP inhibitory promiscuity + 0.5621 56.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5288 52.88%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9560 95.60%
Skin irritation - 0.7558 75.58%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4884 48.84%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7312 73.12%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.7364 73.64%
Acute Oral Toxicity (c) II 0.3534 35.34%
Estrogen receptor binding + 0.6877 68.77%
Androgen receptor binding + 0.6108 61.08%
Thyroid receptor binding + 0.5751 57.51%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding - 0.5575 55.75%
PPAR gamma + 0.6376 63.76%
Honey bee toxicity - 0.6508 65.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9856 98.56%

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 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.12% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.70% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.28% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.68% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.48% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.29% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.19% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.64% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.90% 86.33%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 87.68% 86.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.87% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.72% 97.09%
CHEMBL4208 P20618 Proteasome component C5 84.55% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.47% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.81% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.38% 94.80%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.38% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.38% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.04% 90.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.86% 89.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.49% 90.71%

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.
Aniba taubertiana

Cross-Links

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PubChem 162910676
LOTUS LTS0158649
wikiData Q105298812