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methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-2-[(2E)-2-[(1R,4aS,4bR,8S,8aR,10R,10aS)-10-hydroxy-8-methoxycarbonyl-1,4b,8-trimethyl-9-oxo-1,3,4,4a,5,6,7,8a,10,10a-decahydrophenanthren-2-ylidene]acetyl]oxy-9-hydroxy-7-(2-methoxy-2-oxoethylidene)-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-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 e22516c0-b718-4603-be6e-89aa2725af74
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-2-[(2E)-2-[(1R,4aS,4bR,8S,8aR,10R,10aS)-10-hydroxy-8-methoxycarbonyl-1,4b,8-trimethyl-9-oxo-1,3,4,4a,5,6,7,8a,10,10a-decahydrophenanthren-2-ylidene]acetyl]oxy-9-hydroxy-7-(2-methoxy-2-oxoethylidene)-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
SMILES (Canonical) CC1C2C(CCC1=CC(=O)OC3CCC4(C5CCC(=CC(=O)OC)C(C5C(C(=O)C4C3(C)C(=O)OC)O)C)C)C6(CCCC(C6C(=O)C2O)(C)C(=O)OC)C
SMILES (Isomeric) C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)O[C@H]3CC[C@@]4([C@H]5CC/C(=C\C(=O)OC)/[C@@H]([C@@H]5[C@H](C(=O)[C@H]4[C@@]3(C)C(=O)OC)O)C)C)[C@]6(CCC[C@]([C@@H]6C(=O)[C@@H]2O)(C)C(=O)OC)C
InChI InChI=1S/C43H60O12/c1-21-23(19-28(44)52-7)11-14-26-31(21)33(47)35(49)37-41(26,4)18-15-27(43(37,6)39(51)54-9)55-29(45)20-24-12-13-25-30(22(24)2)32(46)34(48)36-40(25,3)16-10-17-42(36,5)38(50)53-8/h19-22,25-27,30-33,36-37,46-47H,10-18H2,1-9H3/b23-19+,24-20+/t21-,22-,25-,26-,27-,30-,31-,32+,33+,36+,37+,40+,41+,42-,43-/m0/s1
InChI Key LPODFQNVLVDWFE-PWPAFYKPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H60O12
Molecular Weight 768.90 g/mol
Exact Mass 768.40847734 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 12
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 (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-2-[(2E)-2-[(1R,4aS,4bR,8S,8aR,10R,10aS)-10-hydroxy-8-methoxycarbonyl-1,4b,8-trimethyl-9-oxo-1,3,4,4a,5,6,7,8a,10,10a-decahydrophenanthren-2-ylidene]acetyl]oxy-9-hydroxy-7-(2-methoxy-2-oxoethylidene)-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-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 + 0.9744 97.44%
Caco-2 - 0.8470 84.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8042 80.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8100 81.00%
OATP1B3 inhibitior + 0.8740 87.40%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior + 0.9649 96.49%
P-glycoprotein inhibitior + 0.7884 78.84%
P-glycoprotein substrate - 0.5837 58.37%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.8146 81.46%
CYP2C9 inhibition - 0.9183 91.83%
CYP2C19 inhibition - 0.9060 90.60%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.5080 50.80%
CYP2C8 inhibition - 0.5955 59.55%
CYP inhibitory promiscuity - 0.9521 95.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9463 94.63%
Carcinogenicity (trinary) Non-required 0.6116 61.16%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9101 91.01%
Skin irritation + 0.5685 56.85%
Skin corrosion - 0.9590 95.90%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6653 66.53%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7259 72.59%
skin sensitisation - 0.7852 78.52%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9086 90.86%
Acute Oral Toxicity (c) III 0.3675 36.75%
Estrogen receptor binding + 0.8271 82.71%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding + 0.5560 55.60%
Glucocorticoid receptor binding + 0.8071 80.71%
Aromatase binding + 0.6945 69.45%
PPAR gamma + 0.7705 77.05%
Honey bee toxicity - 0.7626 76.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9915 99.15%

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 99.94% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.45% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.43% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.42% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.54% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.07% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.06% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.79% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.25% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.35% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.15% 93.03%
CHEMBL4072 P07858 Cathepsin B 82.97% 93.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.60% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.57% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.51% 89.50%
CHEMBL238 Q01959 Dopamine transporter 81.43% 95.88%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.30% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.89% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44192140
LOTUS LTS0203021
wikiData Q105131561