[(3R,3aS,4S,8R,8aS)-8-acetyloxy-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate

Details

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Internal ID 4e92eca1-5a37-4cb3-90c2-dec8890a9b65
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(3R,3aS,4S,8R,8aS)-8-acetyloxy-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
SMILES (Canonical) CC1=CC(C2(CCC(C2C(C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C)OC(=O)C
SMILES (Isomeric) CC1=C[C@H]([C@]2(CC[C@]([C@@H]2[C@H](C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C)OC(=O)C
InChI InChI=1S/C24H32O6/c1-14(2)24(28)11-10-23(5)20(29-16(4)25)13-15(3)12-19(21(23)24)30-22(27)17-6-8-18(26)9-7-17/h6-9,13-14,19-21,26,28H,10-12H2,1-5H3/t19-,20+,21+,23+,24+/m0/s1
InChI Key XGDKDBPCTUJBNO-APTBEKPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O6
Molecular Weight 416.50 g/mol
Exact Mass 416.21988874 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,3aS,4S,8R,8aS)-8-acetyloxy-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9940 99.40%
Caco-2 - 0.5502 55.02%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7770 77.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior - 0.3198 31.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.6414 64.14%
P-glycoprotein inhibitior + 0.7080 70.80%
P-glycoprotein substrate + 0.5441 54.41%
CYP3A4 substrate + 0.6811 68.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.8202 82.02%
CYP2C9 inhibition + 0.6260 62.60%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition + 0.6502 65.02%
CYP2C8 inhibition + 0.6157 61.57%
CYP inhibitory promiscuity - 0.8829 88.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5768 57.68%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.5220 52.20%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6541 65.41%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5708 57.08%
skin sensitisation - 0.6995 69.95%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6678 66.78%
Acute Oral Toxicity (c) II 0.3886 38.86%
Estrogen receptor binding + 0.7640 76.40%
Androgen receptor binding + 0.6545 65.45%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.7377 73.77%
Aromatase binding + 0.6317 63.17%
PPAR gamma + 0.6189 61.89%
Honey bee toxicity - 0.8530 85.30%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL2581 P07339 Cathepsin D 95.83% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.96% 94.97%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.74% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 89.13% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.27% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.31% 95.89%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 86.98% 97.53%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.84% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.78% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.24% 90.00%
CHEMBL2535 P11166 Glucose transporter 83.90% 98.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.29% 94.08%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.16% 85.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.80% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.01% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.42% 93.56%

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 162817019
LOTUS LTS0264281
wikiData Q105327512