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(1R,5R,6R,7S)-8-hydroxy-1,5-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-3-prop-2-enylbicyclo[3.2.1]oct-3-en-2-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 ebbaec93-e583-4b03-83f0-3e129d49ac82
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1R,5R,6R,7S)-8-hydroxy-1,5-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-3-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one
SMILES (Canonical) CC1C(C2(C(C1(C=C(C2=O)CC=C)OC)O)OC)C3=CC4=C(C(=C3)OC)OCO4
SMILES (Isomeric) C[C@@H]1[C@H]([C@]2(C([C@@]1(C=C(C2=O)CC=C)OC)O)OC)C3=CC4=C(C(=C3)OC)OCO4
InChI InChI=1S/C22H26O7/c1-6-7-13-10-21(26-4)12(2)17(22(27-5,19(13)23)20(21)24)14-8-15(25-3)18-16(9-14)28-11-29-18/h6,8-10,12,17,20,24H,1,7,11H2,2-5H3/t12-,17+,20?,21+,22+/m1/s1
InChI Key WEUKJHJYSZGNIC-TZILBCNJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O7
Molecular Weight 402.40 g/mol
Exact Mass 402.16785316 g/mol
Topological Polar Surface Area (TPSA) 83.40 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.37
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,5R,6R,7S)-8-hydroxy-1,5-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-3-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 + 0.5808 58.08%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7319 73.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8835 88.35%
OATP1B3 inhibitior + 0.8504 85.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7695 76.95%
P-glycoprotein inhibitior + 0.5964 59.64%
P-glycoprotein substrate - 0.6926 69.26%
CYP3A4 substrate + 0.6251 62.51%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.7859 78.59%
CYP3A4 inhibition + 0.9330 93.30%
CYP2C9 inhibition + 0.6926 69.26%
CYP2C19 inhibition + 0.8309 83.09%
CYP2D6 inhibition - 0.8144 81.44%
CYP1A2 inhibition - 0.7903 79.03%
CYP2C8 inhibition - 0.5613 56.13%
CYP inhibitory promiscuity + 0.8539 85.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4972 49.72%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.7422 74.22%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition - 0.5853 58.53%
Micronuclear + 0.7133 71.33%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.6679 66.79%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.6574 65.74%
Acute Oral Toxicity (c) III 0.4304 43.04%
Estrogen receptor binding + 0.8502 85.02%
Androgen receptor binding + 0.7321 73.21%
Thyroid receptor binding + 0.7756 77.56%
Glucocorticoid receptor binding + 0.8012 80.12%
Aromatase binding + 0.5443 54.43%
PPAR gamma + 0.6838 68.38%
Honey bee toxicity - 0.5650 56.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9902 99.02%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.78% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.62% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.65% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.87% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.28% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.14% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.70% 82.38%
CHEMBL4208 P20618 Proteasome component C5 86.55% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.43% 96.00%
CHEMBL1902 P62942 FK506-binding protein 1A 85.18% 97.05%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.01% 93.99%
CHEMBL4530 P00488 Coagulation factor XIII 83.52% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.26% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.11% 92.94%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.11% 90.24%
CHEMBL3401 O75469 Pregnane X receptor 80.88% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.77% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.59% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.59% 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.
Pleurothyrium cinereum

Cross-Links

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PubChem 101485482
LOTUS LTS0239186
wikiData Q105303586