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(5alpha,8beta,10beta,14alpha)-16-[Methyl(2-hydroxyethyl)amino]-6,16-dioxo-3beta-[[(2E)-2-methyl-2-butenoyl]oxy]-7beta-hydroxycass-13(15)-en-19-oic acid methyl ester

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 25443e29-8d33-40b7-894d-d58494029955
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC2(C3CCC(=CC(=O)N(C)CCO)C(C3C(C(=O)C2C1(C)C(=O)OC)O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1CC[C@@]2([C@H]3CC/C(=C\C(=O)N(C)CCO)/[C@@H]([C@@H]3[C@H](C(=O)[C@H]2[C@@]1(C)C(=O)OC)O)C)C
InChI InChI=1S/C29H43NO8/c1-8-16(2)26(35)38-20-11-12-28(4)19-10-9-18(15-21(32)30(6)13-14-31)17(3)22(19)23(33)24(34)25(28)29(20,5)27(36)37-7/h8,15,17,19-20,22-23,25,31,33H,9-14H2,1-7H3/b16-8+,18-15+/t17-,19-,20-,22-,23+,25+,28+,29-/m0/s1
InChI Key RUAWWDDRKTUSSV-FCSSCMSXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H43NO8
Molecular Weight 533.70 g/mol
Exact Mass 533.29886733 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5alpha,8beta,10beta,14alpha)-16-[Methyl(2-hydroxyethyl)amino]-6,16-dioxo-3beta-[[(2E)-2-methyl-2-butenoyl]oxy]-7beta-hydroxycass-13(15)-en-19-oic acid methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8510 85.10%
Caco-2 - 0.7401 74.01%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.7218 72.18%
OATP1B1 inhibitior + 0.8163 81.63%
OATP1B3 inhibitior + 0.9264 92.64%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9733 97.33%
P-glycoprotein inhibitior + 0.7793 77.93%
P-glycoprotein substrate + 0.5717 57.17%
CYP3A4 substrate + 0.7332 73.32%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.8948 89.48%
CYP3A4 inhibition - 0.6298 62.98%
CYP2C9 inhibition - 0.8593 85.93%
CYP2C19 inhibition - 0.8766 87.66%
CYP2D6 inhibition - 0.8606 86.06%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition - 0.6238 62.38%
CYP inhibitory promiscuity - 0.9022 90.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4657 46.57%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9318 93.18%
Skin irritation - 0.7208 72.08%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7635 76.35%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6364 63.64%
skin sensitisation - 0.8525 85.25%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7640 76.40%
Acute Oral Toxicity (c) III 0.6691 66.91%
Estrogen receptor binding + 0.7633 76.33%
Androgen receptor binding + 0.7377 73.77%
Thyroid receptor binding + 0.5382 53.82%
Glucocorticoid receptor binding + 0.8240 82.40%
Aromatase binding + 0.6868 68.68%
PPAR gamma + 0.6160 61.60%
Honey bee toxicity - 0.6699 66.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8034 80.34%

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 99.93% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.94% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.28% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.96% 90.08%
CHEMBL237 P41145 Kappa opioid receptor 89.53% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.50% 95.56%
CHEMBL4072 P07858 Cathepsin B 86.26% 93.67%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.02% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.90% 91.07%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.69% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL325 Q13547 Histone deacetylase 1 84.01% 95.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.52% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.17% 96.90%
CHEMBL5028 O14672 ADAM10 83.13% 97.50%
CHEMBL1871 P10275 Androgen Receptor 82.76% 96.43%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.09% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.94% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.76% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.48% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.45% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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 fordii

Cross-Links

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PubChem 49780242
LOTUS LTS0050715
wikiData Q105245541