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methyl (1S,4aR,5S,8aR)-5-[(4S)-4,5-diacetyloxy-3-methylidenepentyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

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 82cb8360-3cd2-4705-a222-a2212de4b10e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (1S,4aR,5S,8aR)-5-[(4S)-4,5-diacetyloxy-3-methylidenepentyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
SMILES (Canonical) CC(=O)OCC(C(=C)CCC1C(=C)CCC2C1(CCCC2(C)C(=O)OC)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@H](C(=C)CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)C(=O)OC)C)OC(=O)C
InChI InChI=1S/C25H38O6/c1-16-10-12-22-24(5,13-8-14-25(22,6)23(28)29-7)20(16)11-9-17(2)21(31-19(4)27)15-30-18(3)26/h20-22H,1-2,8-15H2,3-7H3/t20-,21+,22+,24+,25-/m0/s1
InChI Key ARIHUQLCVUPYQK-YQSOIZMPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O6
Molecular Weight 434.60 g/mol
Exact Mass 434.26683893 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aR,5S,8aR)-5-[(4S)-4,5-diacetyloxy-3-methylidenepentyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 + 0.5078 50.78%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7978 79.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8576 85.76%
OATP1B3 inhibitior + 0.9253 92.53%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8840 88.40%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate - 0.5225 52.25%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.5339 53.39%
CYP2C9 inhibition - 0.8435 84.35%
CYP2C19 inhibition - 0.8004 80.04%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.8345 83.45%
CYP2C8 inhibition - 0.5881 58.81%
CYP inhibitory promiscuity - 0.6467 64.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8220 82.20%
Carcinogenicity (trinary) Non-required 0.6142 61.42%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.8005 80.05%
Skin irritation - 0.6666 66.66%
Skin corrosion - 0.9837 98.37%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4599 45.99%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7726 77.26%
skin sensitisation - 0.7338 73.38%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7596 75.96%
Acute Oral Toxicity (c) III 0.6201 62.01%
Estrogen receptor binding + 0.6478 64.78%
Androgen receptor binding + 0.6495 64.95%
Thyroid receptor binding + 0.6257 62.57%
Glucocorticoid receptor binding + 0.7405 74.05%
Aromatase binding + 0.6902 69.02%
PPAR gamma + 0.5806 58.06%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5600 56.00%
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 98.79% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 98.39% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.89% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.65% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.06% 82.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.73% 95.17%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.00% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.48% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 87.12% 91.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.66% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.41% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.21% 94.33%
CHEMBL233 P35372 Mu opioid receptor 84.88% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.87% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.83% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.28% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.99% 89.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.92% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.60% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.57% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.81% 94.00%
CHEMBL5028 O14672 ADAM10 80.39% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.31% 96.77%

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.
Juniperus communis

Cross-Links

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PubChem 162955752
LOTUS LTS0177243
wikiData Q104917330