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[(1S,2S,3R,5S,6S,7R,8S)-8-hydroxy-1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-5-prop-2-enyl-2-bicyclo[3.2.1]octanyl] acetate

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 47472595-c423-4abc-a5ac-9e144cc3d0c8
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name [(1S,2S,3R,5S,6S,7R,8S)-8-hydroxy-1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-5-prop-2-enyl-2-bicyclo[3.2.1]octanyl] acetate
SMILES (Canonical) CC1C(C2(C(C(CC1(C2O)CC=C)OC)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
SMILES (Isomeric) C[C@H]1[C@@H]([C@]2([C@H]([C@@H](C[C@@]1([C@@H]2O)CC=C)OC)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
InChI InChI=1S/C24H32O8/c1-7-8-23-11-18(28-5)21(32-14(3)25)24(29-6,22(23)26)19(13(23)2)15-9-16(27-4)20-17(10-15)30-12-31-20/h7,9-10,13,18-19,21-22,26H,1,8,11-12H2,2-6H3/t13-,18+,19+,21-,22-,23-,24+/m0/s1
InChI Key BXYAGWZSLYCQHT-HVAIITNISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O8
Molecular Weight 448.50 g/mol
Exact Mass 448.20971797 g/mol
Topological Polar Surface Area (TPSA) 92.70 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,5S,6S,7R,8S)-8-hydroxy-1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-5-prop-2-enyl-2-bicyclo[3.2.1]octanyl] acetate

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 - 0.5621 56.21%
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 + 0.8832 88.32%
OATP1B3 inhibitior + 0.8206 82.06%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8921 89.21%
P-glycoprotein inhibitior + 0.6381 63.81%
P-glycoprotein substrate - 0.5270 52.70%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8267 82.67%
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 + 0.4460 44.60%
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 - 0.8937 89.37%
Skin irritation - 0.7584 75.84%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3778 37.78%
Micronuclear + 0.5492 54.92%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7173 71.73%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4060 40.60%
Estrogen receptor binding + 0.8020 80.20%
Androgen receptor binding + 0.7023 70.23%
Thyroid receptor binding + 0.6774 67.74%
Glucocorticoid receptor binding + 0.7681 76.81%
Aromatase binding + 0.6283 62.83%
PPAR gamma + 0.7120 71.20%
Honey bee toxicity - 0.5612 56.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.80% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.42% 96.77%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.16% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.49% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 90.12% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.76% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.50% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.26% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.11% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.86% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.55% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.42% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.78% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.33% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.44% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.91% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.72% 97.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.19% 97.21%

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 162820301
LOTUS LTS0054322
wikiData Q104948992