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methyl 2-[(1R,2S)-2-[(3aR,4S,7R,7aR)-4-[(R)-furan-3-yl(hydroxy)methyl]-3a-hydroxy-4,7a-dimethyl-2-oxo-3,5,6,7-tetrahydro-1-benzofuran-7-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]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 7d32cb34-f907-49f9-9a2d-d132fcdae634
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name methyl 2-[(1R,2S)-2-[(3aR,4S,7R,7aR)-4-[(R)-furan-3-yl(hydroxy)methyl]-3a-hydroxy-4,7a-dimethyl-2-oxo-3,5,6,7-tetrahydro-1-benzofuran-7-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
SMILES (Canonical) CC1(C(C(C=CC1=O)(C)C2CCC(C3(C2(OC(=O)C3)C)O)(C)C(C4=COC=C4)O)CC(=O)OC)C
SMILES (Isomeric) C[C@]1(CC[C@@H]([C@@]2([C@]1(CC(=O)O2)O)C)[C@]3(C=CC(=O)C([C@@H]3CC(=O)OC)(C)C)C)[C@@H](C4=COC=C4)O
InChI InChI=1S/C27H36O8/c1-23(2)18(13-20(29)33-6)24(3,10-8-19(23)28)17-7-11-25(4,22(31)16-9-12-34-15-16)27(32)14-21(30)35-26(17,27)5/h8-10,12,15,17-18,22,31-32H,7,11,13-14H2,1-6H3/t17-,18+,22-,24-,25+,26-,27-/m1/s1
InChI Key AXPQVXURTHIQGM-ORZMTASASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O8
Molecular Weight 488.60 g/mol
Exact Mass 488.24101810 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 8
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 methyl 2-[(1R,2S)-2-[(3aR,4S,7R,7aR)-4-[(R)-furan-3-yl(hydroxy)methyl]-3a-hydroxy-4,7a-dimethyl-2-oxo-3,5,6,7-tetrahydro-1-benzofuran-7-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9692 96.92%
Caco-2 - 0.6409 64.09%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7175 71.75%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior - 0.3202 32.02%
OATP1B3 inhibitior - 0.2288 22.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9885 98.85%
P-glycoprotein inhibitior + 0.6973 69.73%
P-glycoprotein substrate + 0.6519 65.19%
CYP3A4 substrate + 0.7058 70.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.7238 72.38%
CYP2C9 inhibition - 0.7463 74.63%
CYP2C19 inhibition - 0.8383 83.83%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.9000 90.00%
CYP2C8 inhibition + 0.6018 60.18%
CYP inhibitory promiscuity - 0.8146 81.46%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4755 47.55%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.6379 63.79%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7312 73.12%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7051 70.51%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6003 60.03%
Acute Oral Toxicity (c) I 0.6568 65.68%
Estrogen receptor binding + 0.7770 77.70%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.7144 71.44%
Glucocorticoid receptor binding + 0.8668 86.68%
Aromatase binding + 0.8103 81.03%
PPAR gamma + 0.6386 63.86%
Honey bee toxicity - 0.7996 79.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.99% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.11% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.04% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.64% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.19% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.37% 97.25%
CHEMBL4208 P20618 Proteasome component C5 88.37% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.60% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.36% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.62% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.47% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.80% 94.80%
CHEMBL5028 O14672 ADAM10 81.39% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.53% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 80.28% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.25% 94.00%

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.
Khaya ivorensis

Cross-Links

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PubChem 101432180
LOTUS LTS0105856
wikiData Q104400469