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[(1S,2R,4aR,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate

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 a2db9fd4-f6de-4356-8b07-760871e3a42a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2R,4aR,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate
SMILES (Canonical) CC(C(C)(C(=O)OC1CCC2(CC(=O)C(=C(C)C)CC2C1(C)O)C)O)OC(=O)C
SMILES (Isomeric) C[C@@H]([C@@](C)(C(=O)O[C@@H]1CC[C@@]2(CC(=O)C(=C(C)C)C[C@H]2[C@]1(C)O)C)O)OC(=O)C
InChI InChI=1S/C22H34O7/c1-12(2)15-10-17-20(5,11-16(15)24)9-8-18(22(17,7)27)29-19(25)21(6,26)13(3)28-14(4)23/h13,17-18,26-27H,8-11H2,1-7H3/t13-,17+,18+,20+,21-,22-/m0/s1
InChI Key IZTHKWQOPMGFPY-GXWCKGGKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H34O7
Molecular Weight 410.50 g/mol
Exact Mass 410.23045342 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 7
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 [(1S,2R,4aR,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 + 0.5551 55.51%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8677 86.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9128 91.28%
OATP1B3 inhibitior - 0.4391 43.91%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.8143 81.43%
P-glycoprotein inhibitior - 0.4421 44.21%
P-glycoprotein substrate - 0.6837 68.37%
CYP3A4 substrate + 0.6696 66.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9177 91.77%
CYP3A4 inhibition - 0.8130 81.30%
CYP2C9 inhibition - 0.8367 83.67%
CYP2C19 inhibition - 0.8493 84.93%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.6635 66.35%
CYP2C8 inhibition - 0.7506 75.06%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.6201 62.01%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.8731 87.31%
Skin irritation + 0.5594 55.94%
Skin corrosion - 0.9562 95.62%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7215 72.15%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.6133 61.33%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6753 67.53%
Acute Oral Toxicity (c) III 0.3314 33.14%
Estrogen receptor binding + 0.7674 76.74%
Androgen receptor binding - 0.5115 51.15%
Thyroid receptor binding + 0.5907 59.07%
Glucocorticoid receptor binding + 0.7500 75.00%
Aromatase binding + 0.6827 68.27%
PPAR gamma + 0.6701 67.01%
Honey bee toxicity - 0.8064 80.64%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.81% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.55% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.67% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.41% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.32% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.55% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.42% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.42% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.26% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.83% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 89.10% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.94% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 86.39% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.29% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.12% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.98% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.49% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.41% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.22% 97.79%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.11% 89.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.31% 95.69%
CHEMBL1937 Q92769 Histone deacetylase 2 82.93% 94.75%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 82.43% 92.95%
CHEMBL3524 P56524 Histone deacetylase 4 82.10% 92.97%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.27% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.06% 92.88%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.96% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.84% 93.03%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.63% 95.56%

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.
Laggera tomentosa

Cross-Links

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PubChem 162923047
LOTUS LTS0093432
wikiData Q105123459