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methyl (1R,2S,4aR,4bS,7E,8R,8aS,9S,10aR)-2,9-dihydroxy-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 40b7764b-37e9-49d5-815e-89e57d824e85
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 6-hydroxysteroids
IUPAC Name methyl (1R,2S,4aR,4bS,7E,8R,8aS,9S,10aR)-2,9-dihydroxy-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(CCC(C(C3CC2O)(C)C(=O)OC)O)C
SMILES (Isomeric) C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)N(C)CCO)[C@]3(CC[C@@H]([C@]([C@@H]3C[C@@H]2O)(C)C(=O)OC)O)C
InChI InChI=1S/C24H39NO6/c1-14-15(12-20(29)25(4)10-11-26)6-7-16-21(14)17(27)13-18-23(16,2)9-8-19(28)24(18,3)22(30)31-5/h12,14,16-19,21,26-28H,6-11,13H2,1-5H3/b15-12+/t14-,16-,17-,18+,19-,21-,23+,24+/m0/s1
InChI Key MAYAXGHCLYHEPK-SYRWKWAMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H39NO6
Molecular Weight 437.60 g/mol
Exact Mass 437.27773796 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.75
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,4aR,4bS,7E,8R,8aS,9S,10aR)-2,9-dihydroxy-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 + 0.9167 91.67%
Caco-2 + 0.4912 49.12%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9143 91.43%
P-glycoprotein inhibitior - 0.5560 55.60%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7339 73.39%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition - 0.5969 59.69%
CYP2C9 inhibition - 0.8488 84.88%
CYP2C19 inhibition - 0.8640 86.40%
CYP2D6 inhibition - 0.8497 84.97%
CYP1A2 inhibition - 0.8803 88.03%
CYP2C8 inhibition - 0.6942 69.42%
CYP inhibitory promiscuity - 0.8811 88.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4977 49.77%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9671 96.71%
Skin irritation - 0.7457 74.57%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6476 64.76%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6929 69.29%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8515 85.15%
Acute Oral Toxicity (c) III 0.6510 65.10%
Estrogen receptor binding + 0.8444 84.44%
Androgen receptor binding + 0.7362 73.62%
Thyroid receptor binding + 0.6564 65.64%
Glucocorticoid receptor binding + 0.8152 81.52%
Aromatase binding + 0.6952 69.52%
PPAR gamma - 0.5829 58.29%
Honey bee toxicity - 0.7235 72.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8656 86.56%

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 99.01% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 90.66% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.55% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.67% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 86.89% 98.10%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.42% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.99% 100.00%
CHEMBL5028 O14672 ADAM10 85.80% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.49% 98.75%
CHEMBL2581 P07339 Cathepsin D 85.13% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 84.94% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.07% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.86% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.69% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.52% 97.33%
CHEMBL4072 P07858 Cathepsin B 82.34% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.28% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.06% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.26% 85.14%

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 163005170
LOTUS LTS0009760
wikiData Q105160567