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[(2S,3S,4aS,5R,8aS)-5-[(3S)-5-acetyloxy-3-methylpentyl]-1,1,4a,6-tetramethyl-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (Z)-2-methylbut-2-enoate

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 f414a990-5796-4116-bb19-28d1a484057f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2S,3S,4aS,5R,8aS)-5-[(3S)-5-acetyloxy-3-methylpentyl]-1,1,4a,6-tetramethyl-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H58O12/c1-12-22(3)35(43)50-34-29(49-36-33(48-27(8)42)32(47-26(7)41)30(20-45-36)46-25(6)40)19-38(11)28(15-13-21(2)17-18-44-24(5)39)23(4)14-16-31(38)37(34,9)10/h12,14,21,28-34,36H,13,15-20H2,1-11H3/b22-12-/t21-,28+,29-,30+,31+,32-,33+,34+,36-,38-/m0/s1
InChI Key ZQADHXHDUPMORI-XNPONROVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O12
Molecular Weight 706.90 g/mol
Exact Mass 706.39282728 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4aS,5R,8aS)-5-[(3S)-5-acetyloxy-3-methylpentyl]-1,1,4a,6-tetramethyl-3-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (Z)-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 + 0.9669 96.69%
Caco-2 - 0.8236 82.36%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8281 82.81%
OATP2B1 inhibitior - 0.7124 71.24%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.8835 88.35%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9847 98.47%
P-glycoprotein inhibitior + 0.8549 85.49%
P-glycoprotein substrate + 0.5274 52.74%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.9022 90.22%
CYP2C9 inhibition - 0.8742 87.42%
CYP2C19 inhibition - 0.7717 77.17%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.7342 73.42%
CYP2C8 inhibition + 0.5366 53.66%
CYP inhibitory promiscuity - 0.8539 85.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6131 61.31%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.6663 66.63%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4380 43.80%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5597 55.97%
skin sensitisation - 0.8109 81.09%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6478 64.78%
Acute Oral Toxicity (c) III 0.5474 54.74%
Estrogen receptor binding + 0.8196 81.96%
Androgen receptor binding + 0.6410 64.10%
Thyroid receptor binding - 0.5182 51.82%
Glucocorticoid receptor binding + 0.8367 83.67%
Aromatase binding + 0.6905 69.05%
PPAR gamma + 0.7879 78.79%
Honey bee toxicity - 0.6474 64.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9881 98.81%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.74% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.36% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 97.59% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.82% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 91.72% 91.65%
CHEMBL2581 P07339 Cathepsin D 89.87% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.21% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.05% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.94% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.49% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.33% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.13% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.88% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.70% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.26% 97.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.92% 89.67%
CHEMBL340 P08684 Cytochrome P450 3A4 84.13% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.96% 91.24%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.53% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.69% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.45% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.38% 94.33%

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.
Gymnosperma glutinosum

Cross-Links

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PubChem 162961268
LOTUS LTS0080553
wikiData Q105381362