(7-acetyloxy-2-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl) 2-methylbut-2-enoate

Details

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Internal ID 699c52e6-317d-4b55-81fd-5fc951143b8a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (7-acetyloxy-2-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2CC(CC(C2(CC(C1O)C(=C)C)C)C)OC(=O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2CC(CC(C2(CC(C1O)C(=C)C)C)C)OC(=O)C
InChI InChI=1S/C22H34O5/c1-8-13(4)21(25)27-20-18-10-16(26-15(6)23)9-14(5)22(18,7)11-17(12(2)3)19(20)24/h8,14,16-20,24H,2,9-11H2,1,3-7H3
InChI Key RGVQZYBZSGABFO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7-acetyloxy-2-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl) 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 + 0.6617 66.17%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8266 82.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9120 91.20%
OATP1B3 inhibitior + 0.8136 81.36%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7267 72.67%
P-glycoprotein inhibitior - 0.4850 48.50%
P-glycoprotein substrate - 0.6808 68.08%
CYP3A4 substrate + 0.6437 64.37%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition + 0.5411 54.11%
CYP2C9 inhibition - 0.9173 91.73%
CYP2C19 inhibition - 0.8637 86.37%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.8053 80.53%
CYP2C8 inhibition - 0.7340 73.40%
CYP inhibitory promiscuity - 0.9453 94.53%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9643 96.43%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9140 91.40%
Skin irritation + 0.5290 52.90%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3639 36.39%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.6772 67.72%
skin sensitisation - 0.6325 63.25%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4563 45.63%
Acute Oral Toxicity (c) III 0.6098 60.98%
Estrogen receptor binding + 0.7606 76.06%
Androgen receptor binding - 0.6203 62.03%
Thyroid receptor binding + 0.6150 61.50%
Glucocorticoid receptor binding + 0.7699 76.99%
Aromatase binding + 0.5864 58.64%
PPAR gamma + 0.5366 53.66%
Honey bee toxicity - 0.5988 59.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 1.0000 100.00%

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 98.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.41% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 89.82% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.49% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.58% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.52% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.44% 92.94%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.91% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.83% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.51% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.33% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.09% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.76% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.65% 94.80%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.14% 89.50%

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.
Euryops lateriflorus

Cross-Links

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PubChem 162947345
LOTUS LTS0037916
wikiData Q105236106