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(1R,2R,5S,6R,7S,8R)-7-(1,3-benzodioxol-5-yl)-1,3-dimethoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-ene-2,8-diol

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 2de656d8-d3d3-42cb-b50e-4529b1284604
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1R,2R,5S,6R,7S,8R)-7-(1,3-benzodioxol-5-yl)-1,3-dimethoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-ene-2,8-diol
SMILES (Canonical) CC1C(C2(C(C(=CC1(C2O)CC=C)OC)O)OC)C3=CC4=C(C=C3)OCO4
SMILES (Isomeric) C[C@@H]1[C@H]([C@@]2([C@@H](C(=C[C@]1([C@H]2O)CC=C)OC)O)OC)C3=CC4=C(C=C3)OCO4
InChI InChI=1S/C21H26O6/c1-5-8-20-10-16(24-3)18(22)21(25-4,19(20)23)17(12(20)2)13-6-7-14-15(9-13)27-11-26-14/h5-7,9-10,12,17-19,22-23H,1,8,11H2,2-4H3/t12-,17+,18-,19-,20-,21+/m1/s1
InChI Key UIDBVRIGTICCQN-RPBXSVQDSA-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) 77.40 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5S,6R,7S,8R)-7-(1,3-benzodioxol-5-yl)-1,3-dimethoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-ene-2,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.5545 55.45%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5419 54.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8897 88.97%
OATP1B3 inhibitior + 0.8702 87.02%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6181 61.81%
P-glycoprotein inhibitior - 0.6552 65.52%
P-glycoprotein substrate - 0.7019 70.19%
CYP3A4 substrate + 0.6081 60.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7439 74.39%
CYP3A4 inhibition + 0.7193 71.93%
CYP2C9 inhibition + 0.5118 51.18%
CYP2C19 inhibition + 0.5972 59.72%
CYP2D6 inhibition - 0.8322 83.22%
CYP1A2 inhibition - 0.7351 73.51%
CYP2C8 inhibition - 0.5988 59.88%
CYP inhibitory promiscuity + 0.8457 84.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5724 57.24%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9465 94.65%
Skin irritation - 0.7471 74.71%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6563 65.63%
Micronuclear + 0.5959 59.59%
Hepatotoxicity + 0.5929 59.29%
skin sensitisation - 0.7637 76.37%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6399 63.99%
Acute Oral Toxicity (c) III 0.5244 52.44%
Estrogen receptor binding + 0.7873 78.73%
Androgen receptor binding + 0.7717 77.17%
Thyroid receptor binding + 0.7647 76.47%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.6587 65.87%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7871 78.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9898 98.98%

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 98.88% 91.11%
CHEMBL240 Q12809 HERG 97.71% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.45% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.98% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.63% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.66% 92.62%
CHEMBL4208 P20618 Proteasome component C5 88.48% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.90% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.77% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.32% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.77% 96.00%
CHEMBL3438 Q05513 Protein kinase C zeta 83.30% 88.48%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.85% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.78% 94.80%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.57% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.50% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.24% 96.95%
CHEMBL1951 P21397 Monoamine oxidase A 82.19% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.64% 89.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.20% 85.30%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.48% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.06% 95.89%

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.
Ocotea catharinensis

Cross-Links

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PubChem 162919784
LOTUS LTS0167732
wikiData Q105273251