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methyl (1S,4aR,4bS,7E,8R,8aR,9S,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-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 b99223d0-0ce7-4ef6-817e-150268c78a15
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (1S,4aR,4bS,7E,8R,8aR,9S,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-1-carboxylate
SMILES (Canonical) CC1C2C(CCC1=CC(=O)N(C)CCO)C3(CCCC(C3CC2O)(C)C(=O)OC)C
SMILES (Isomeric) C[C@@H]\1[C@@H]2[C@H](CC/C1=C\C(=O)N(C)CCO)[C@]3(CCC[C@]([C@@H]3C[C@@H]2O)(C)C(=O)OC)C
InChI InChI=1S/C24H39NO5/c1-15-16(13-20(28)25(4)11-12-26)7-8-17-21(15)18(27)14-19-23(17,2)9-6-10-24(19,3)22(29)30-5/h13,15,17-19,21,26-27H,6-12,14H2,1-5H3/b16-13+/t15-,17-,18-,19+,21+,23+,24-/m0/s1
InChI Key WWNAKNLFTIEHKX-SMRDVDKPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H39NO5
Molecular Weight 421.60 g/mol
Exact Mass 421.28282334 g/mol
Topological Polar Surface Area (TPSA) 87.10 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 5
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 methyl (1S,4aR,4bS,7E,8R,8aR,9S,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-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 + 0.8499 84.99%
Caco-2 + 0.5647 56.47%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7263 72.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8397 83.97%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9378 93.78%
P-glycoprotein inhibitior - 0.4620 46.20%
P-glycoprotein substrate - 0.5210 52.10%
CYP3A4 substrate + 0.7322 73.22%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition + 0.6255 62.55%
CYP2C9 inhibition - 0.8258 82.58%
CYP2C19 inhibition - 0.8219 82.19%
CYP2D6 inhibition - 0.7892 78.92%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition - 0.7744 77.44%
CYP inhibitory promiscuity - 0.8016 80.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5281 52.81%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9689 96.89%
Skin irritation - 0.7309 73.09%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7034 70.34%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6981 69.81%
skin sensitisation - 0.8550 85.50%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9293 92.93%
Acute Oral Toxicity (c) III 0.6708 67.08%
Estrogen receptor binding + 0.8853 88.53%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.6748 67.48%
Glucocorticoid receptor binding + 0.8236 82.36%
Aromatase binding + 0.6685 66.85%
PPAR gamma - 0.5178 51.78%
Honey bee toxicity - 0.7377 73.77%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8576 85.76%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.81% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 92.20% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.71% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.53% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.08% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 87.76% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.80% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.57% 95.56%
CHEMBL237 P41145 Kappa opioid receptor 86.46% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.33% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.30% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.27% 95.50%
CHEMBL233 P35372 Mu opioid receptor 85.52% 97.93%
CHEMBL2996 Q05655 Protein kinase C delta 85.14% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.49% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.29% 94.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.06% 90.08%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.86% 97.50%
CHEMBL4072 P07858 Cathepsin B 82.40% 93.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.68% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.57% 95.89%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%

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.
Erythrophleum chlorostachys

Cross-Links

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PubChem 162921086
LOTUS LTS0099255
wikiData Q105314146