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[(1aS,2R,2aS,3R,5R,5aS,6S,7aR)-3-acetyloxy-2,5-dihydroxy-2a,7a-dimethyl-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 4-methoxybenzoate

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 ed013163-f03e-4583-8f3e-89841387cbaf
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
IUPAC Name [(1aS,2R,2aS,3R,5R,5aS,6S,7aR)-3-acetyloxy-2,5-dihydroxy-2a,7a-dimethyl-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 4-methoxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H34O8/c1-13(2)25(29)12-18(31-14(3)26)24(5)19(25)17(11-23(4)21(33-23)20(24)27)32-22(28)15-7-9-16(30-6)10-8-15/h7-10,13,17-21,27,29H,11-12H2,1-6H3/t17-,18+,19+,20-,21-,23+,24-,25+/m0/s1
InChI Key ZYGWGXHBHANRDW-MTQOEFOPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O8
Molecular Weight 462.50 g/mol
Exact Mass 462.22536804 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.49
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 [(1aS,2R,2aS,3R,5R,5aS,6S,7aR)-3-acetyloxy-2,5-dihydroxy-2a,7a-dimethyl-5-propan-2-yl-2,3,4,5a,6,7-hexahydro-1aH-azuleno[6,7-b]oxiren-6-yl] 4-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9665 96.65%
Caco-2 - 0.6499 64.99%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5410 54.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9082 90.82%
OATP1B3 inhibitior + 0.8666 86.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5110 51.10%
P-glycoprotein inhibitior + 0.5946 59.46%
P-glycoprotein substrate - 0.5446 54.46%
CYP3A4 substrate + 0.6819 68.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.5244 52.44%
CYP2C9 inhibition - 0.7801 78.01%
CYP2C19 inhibition - 0.7650 76.50%
CYP2D6 inhibition - 0.9210 92.10%
CYP1A2 inhibition - 0.6311 63.11%
CYP2C8 inhibition + 0.4546 45.46%
CYP inhibitory promiscuity - 0.9607 96.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5734 57.34%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9189 91.89%
Skin irritation - 0.6903 69.03%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6778 67.78%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8120 81.20%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5961 59.61%
Acute Oral Toxicity (c) I 0.3298 32.98%
Estrogen receptor binding + 0.8116 81.16%
Androgen receptor binding + 0.7008 70.08%
Thyroid receptor binding + 0.6469 64.69%
Glucocorticoid receptor binding + 0.7104 71.04%
Aromatase binding + 0.6312 63.12%
PPAR gamma + 0.5424 54.24%
Honey bee toxicity - 0.8308 83.08%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9649 96.49%

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 98.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.75% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.58% 90.17%
CHEMBL4208 P20618 Proteasome component C5 92.63% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.63% 86.33%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.49% 94.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.34% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.18% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 88.55% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.29% 97.14%
CHEMBL2535 P11166 Glucose transporter 87.69% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.11% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.52% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.02% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.76% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.91% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.30% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.63% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.43% 97.28%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.59% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.22% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.91% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.33% 81.11%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.27% 91.65%

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.
Ferula vesceritensis

Cross-Links

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PubChem 102408130
LOTUS LTS0035680
wikiData Q105386142