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methyl (2R)-2-[(1R,2R)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-acetyloxyacetate

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 2cb21747-83c5-4929-8fef-7e0f535a6633
Taxonomy Organoheterocyclic compounds > Benzopyrans
IUPAC Name methyl (2R)-2-[(1R,2R)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-acetyloxyacetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H36O9/c1-16-19(8-12-28(6)24(18-10-13-36-15-18)38-21(32)14-29(16,28)34)27(5)11-9-20(31)26(3,4)23(27)22(25(33)35-7)37-17(2)30/h9-11,13,15,19,22-24,34H,1,8,12,14H2,2-7H3/t19-,22+,23-,24-,27+,28-,29-/m0/s1
InChI Key VTJUVXVINSZWCE-AOTPXYBKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 9
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 methyl (2R)-2-[(1R,2R)-2-[(1S,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-acetyloxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9861 98.61%
Caco-2 - 0.7462 74.62%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior - 0.4851 48.51%
OATP1B3 inhibitior - 0.5816 58.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9778 97.78%
P-glycoprotein inhibitior + 0.7896 78.96%
P-glycoprotein substrate + 0.5790 57.90%
CYP3A4 substrate + 0.7125 71.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8923 89.23%
CYP3A4 inhibition + 0.7793 77.93%
CYP2C9 inhibition - 0.7182 71.82%
CYP2C19 inhibition - 0.7212 72.12%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.7418 74.18%
CYP2C8 inhibition + 0.6577 65.77%
CYP inhibitory promiscuity - 0.8953 89.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5040 50.40%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.5954 59.54%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8367 83.67%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4626 46.26%
Acute Oral Toxicity (c) I 0.6628 66.28%
Estrogen receptor binding + 0.7680 76.80%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding + 0.6909 69.09%
Glucocorticoid receptor binding + 0.8344 83.44%
Aromatase binding + 0.6841 68.41%
PPAR gamma + 0.7189 71.89%
Honey bee toxicity - 0.7689 76.89%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9957 99.57%

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 98.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.12% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.48% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.70% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.08% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 86.94% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.09% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.93% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.88% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.81% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.63% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.11% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.72% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.71% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.05% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.56% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.07% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.44% 91.19%

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 163185685
LOTUS LTS0274467
wikiData Q105292785