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methyl (1S,4aR,4bS,8R,8aR,9R,10aS)-9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-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 00ca51a9-72f4-4194-beb2-b9f08a761cd6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (1S,4aR,4bS,8R,8aR,9R,10aS)-9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-1-carboxylate
SMILES (Canonical) CC1C2C(CCC1=CC(=O)OCCNC)C3(CCCC(C3CC2O)(C)C(=O)OC)C
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CCC1=CC(=O)OCCNC)[C@]3(CCC[C@]([C@H]3C[C@H]2O)(C)C(=O)OC)C
InChI InChI=1S/C24H39NO5/c1-15-16(13-20(27)30-12-11-25-4)7-8-17-21(15)18(26)14-19-23(17,2)9-6-10-24(19,3)22(28)29-5/h13,15,17-19,21,25-26H,6-12,14H2,1-5H3/t15-,17-,18+,19-,21+,23+,24-/m0/s1
InChI Key COAPCKUZMKOWBC-OEQOBXNUSA-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) 84.90 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aR,4bS,8R,8aR,9R,10aS)-9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-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 + 0.9200 92.00%
Caco-2 - 0.5377 53.77%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7275 72.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.9131 91.31%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9550 95.50%
P-glycoprotein inhibitior + 0.6682 66.82%
P-glycoprotein substrate - 0.5116 51.16%
CYP3A4 substrate + 0.7235 72.35%
CYP2C9 substrate - 0.7919 79.19%
CYP2D6 substrate - 0.8444 84.44%
CYP3A4 inhibition - 0.5449 54.49%
CYP2C9 inhibition - 0.8802 88.02%
CYP2C19 inhibition - 0.8440 84.40%
CYP2D6 inhibition - 0.8047 80.47%
CYP1A2 inhibition - 0.8339 83.39%
CYP2C8 inhibition - 0.6475 64.75%
CYP inhibitory promiscuity - 0.8736 87.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6366 63.66%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9646 96.46%
Skin irritation - 0.6619 66.19%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.7262 72.62%
Human Ether-a-go-go-Related Gene inhibition + 0.7431 74.31%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.7068 70.68%
skin sensitisation - 0.8231 82.31%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9435 94.35%
Acute Oral Toxicity (c) III 0.6949 69.49%
Estrogen receptor binding + 0.7975 79.75%
Androgen receptor binding + 0.7766 77.66%
Thyroid receptor binding + 0.6863 68.63%
Glucocorticoid receptor binding + 0.8390 83.90%
Aromatase binding + 0.7171 71.71%
PPAR gamma - 0.5078 50.78%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8610 86.10%

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 99.60% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.19% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.66% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.26% 91.07%
CHEMBL3437 Q16853 Amine oxidase, copper containing 89.03% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.99% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 87.97% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 87.66% 95.93%
CHEMBL2664 P23526 Adenosylhomocysteinase 86.58% 86.67%
CHEMBL2996 Q05655 Protein kinase C delta 86.18% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.14% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.86% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.08% 95.50%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 83.96% 89.33%
CHEMBL5028 O14672 ADAM10 83.53% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.98% 82.69%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.77% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.75% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 82.12% 91.19%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.64% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.61% 96.77%
CHEMBL233 P35372 Mu opioid receptor 81.50% 97.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.44% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 81.36% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.24% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.11% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.05% 94.45%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.74% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.17% 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.
Erythrophleum suaveolens

Cross-Links

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PubChem 162955655
LOTUS LTS0017679
wikiData Q104966582