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methyl (1S,4aR,4bR,7S,8S,8aR,9S,10aR)-7-[2-[2-(dimethylamino)ethoxy]-2-oxoethyl]-9-hydroxy-1,4a,8-trimethyl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-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 d6ca6302-cc61-49b2-8573-4820902507cb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
IUPAC Name methyl (1S,4aR,4bR,7S,8S,8aR,9S,10aR)-7-[2-[2-(dimethylamino)ethoxy]-2-oxoethyl]-9-hydroxy-1,4a,8-trimethyl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-1-carboxylate
SMILES (Canonical) CC1C(CCC2C1C(CC3C2(CCCC3(C)C(=O)OC)C)O)CC(=O)OCCN(C)C
SMILES (Isomeric) C[C@H]1[C@@H](CC[C@@H]2[C@@H]1[C@H](C[C@@H]3[C@@]2(CCC[C@]3(C)C(=O)OC)C)O)CC(=O)OCCN(C)C
InChI InChI=1S/C25H43NO5/c1-16-17(14-21(28)31-13-12-26(4)5)8-9-18-22(16)19(27)15-20-24(18,2)10-7-11-25(20,3)23(29)30-6/h16-20,22,27H,7-15H2,1-6H3/t16-,17-,18+,19-,20+,22+,24+,25-/m0/s1
InChI Key PYTPAVWXFBRPAE-JBBVZSLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H43NO5
Molecular Weight 437.60 g/mol
Exact Mass 437.31412347 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aR,4bR,7S,8S,8aR,9S,10aR)-7-[2-[2-(dimethylamino)ethoxy]-2-oxoethyl]-9-hydroxy-1,4a,8-trimethyl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-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 + 0.7978 79.78%
Caco-2 + 0.5219 52.19%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6809 68.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8294 82.94%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9308 93.08%
P-glycoprotein inhibitior - 0.4296 42.96%
P-glycoprotein substrate + 0.5766 57.66%
CYP3A4 substrate + 0.7663 76.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6663 66.63%
CYP3A4 inhibition + 0.6521 65.21%
CYP2C9 inhibition - 0.8615 86.15%
CYP2C19 inhibition - 0.8961 89.61%
CYP2D6 inhibition - 0.7947 79.47%
CYP1A2 inhibition - 0.8935 89.35%
CYP2C8 inhibition - 0.7067 70.67%
CYP inhibitory promiscuity - 0.9478 94.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6611 66.11%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9470 94.70%
Skin irritation - 0.7292 72.92%
Skin corrosion - 0.9252 92.52%
Ames mutagenesis - 0.6591 65.91%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7462 74.62%
skin sensitisation - 0.8181 81.81%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9158 91.58%
Acute Oral Toxicity (c) III 0.7098 70.98%
Estrogen receptor binding + 0.7183 71.83%
Androgen receptor binding + 0.6978 69.78%
Thyroid receptor binding + 0.6047 60.47%
Glucocorticoid receptor binding + 0.7109 71.09%
Aromatase binding + 0.5600 56.00%
PPAR gamma - 0.6057 60.57%
Honey bee toxicity - 0.6774 67.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8226 82.26%

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 99.16% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.31% 83.82%
CHEMBL233 P35372 Mu opioid receptor 96.05% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.71% 91.11%
CHEMBL204 P00734 Thrombin 90.95% 96.01%
CHEMBL221 P23219 Cyclooxygenase-1 90.94% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.60% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 88.85% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 88.00% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 87.51% 95.93%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.00% 85.31%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.00% 90.08%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.38% 95.83%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.71% 97.50%
CHEMBL5028 O14672 ADAM10 83.98% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.76% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.43% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.39% 97.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.38% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.27% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 81.09% 98.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.68% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.61% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.56% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.26% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.26% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.14% 97.33%

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.
Cenchrus americanus

Cross-Links

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PubChem 162913088
LOTUS LTS0232677
wikiData Q105216774