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(1R,2R,3R,5S,6S,7R)-2-hydroxy-1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-5-prop-2-enylbicyclo[3.2.1]octan-8-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 3b2a657a-7281-4785-95ba-6ac0f4146598
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1R,2R,3R,5S,6S,7R)-2-hydroxy-1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-5-prop-2-enylbicyclo[3.2.1]octan-8-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H28O7/c1-6-7-21-10-16(26-4)19(23)22(27-5,20(21)24)17(12(21)2)13-8-14(25-3)18-15(9-13)28-11-29-18/h6,8-9,12,16-17,19,23H,1,7,10-11H2,2-5H3/t12-,16+,17+,19+,21-,22+/m0/s1
InChI Key OSNJRHOBDDTKCX-FERZPMALSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O7
Molecular Weight 404.50 g/mol
Exact Mass 404.18350323 g/mol
Topological Polar Surface Area (TPSA) 83.50 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 + 0.5374 53.74%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6944 69.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9013 90.13%
OATP1B3 inhibitior + 0.8206 82.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5336 53.36%
P-glycoprotein substrate - 0.6251 62.51%
CYP3A4 substrate + 0.6424 64.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7158 71.58%
CYP3A4 inhibition + 0.8450 84.50%
CYP2C9 inhibition - 0.5945 59.45%
CYP2C19 inhibition + 0.5132 51.32%
CYP2D6 inhibition - 0.8916 89.16%
CYP1A2 inhibition - 0.9076 90.76%
CYP2C8 inhibition - 0.5998 59.98%
CYP inhibitory promiscuity + 0.5584 55.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5313 53.13%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9351 93.51%
Skin irritation - 0.7584 75.84%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6528 65.28%
Micronuclear + 0.5492 54.92%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7173 71.73%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5971 59.71%
Acute Oral Toxicity (c) III 0.4060 40.60%
Estrogen receptor binding + 0.7714 77.14%
Androgen receptor binding + 0.6774 67.74%
Thyroid receptor binding + 0.7657 76.57%
Glucocorticoid receptor binding + 0.7363 73.63%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5372 53.72%
Honey bee toxicity - 0.6556 65.56%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9852 98.52%

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 98.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.04% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.04% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.57% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.75% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.91% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.82% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.20% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.15% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.14% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.71% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 85.41% 97.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.00% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.84% 95.89%
CHEMBL4530 P00488 Coagulation factor XIII 83.18% 96.00%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 83.16% 92.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.67% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.43% 89.50%
CHEMBL4208 P20618 Proteasome component C5 81.36% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.49% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.39% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.37% 91.07%

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.
There are no matching plants.

Cross-Links

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PubChem 162926119
LOTUS LTS0250597
wikiData Q105199125