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methyl (1S,2R,5R,10S,11R,14S,15S,21R,22R,23S)-23-acetyloxy-10,22-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-11-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 c65774d5-9f1c-4518-86ae-358b112b7b9d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl (1S,2R,5R,10S,11R,14S,15S,21R,22R,23S)-23-acetyloxy-10,22-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-11-carboxylate
SMILES (Canonical) CC(C12COC(=O)C=CC1C3(CCC4(C(C3C(C2O)OC(=O)C)(CCC5(C4(CC(=C)CC5)O)C)C)C(=O)OC)C)O
SMILES (Isomeric) C[C@H]([C@]12COC(=O)C=C[C@H]1[C@@]3(CC[C@]4([C@@]([C@H]3[C@@H]([C@@H]2O)OC(=O)C)(CC[C@@]5([C@]4(CC(=C)CC5)O)C)C)C(=O)OC)C)O
InChI InChI=1S/C32H46O9/c1-18-10-11-27(4)12-14-29(6)24-23(41-20(3)34)25(36)30(19(2)33)17-40-22(35)9-8-21(30)28(24,5)13-15-31(29,26(37)39-7)32(27,38)16-18/h8-9,19,21,23-25,33,36,38H,1,10-17H2,2-7H3/t19-,21+,23+,24+,25+,27-,28+,29-,30-,31-,32+/m1/s1
InChI Key PLOHJRTXRRLBGH-HQRILASWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O9
Molecular Weight 574.70 g/mol
Exact Mass 574.31418304 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.24
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2R,5R,10S,11R,14S,15S,21R,22R,23S)-23-acetyloxy-10,22-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-11-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9361 93.61%
Caco-2 - 0.7380 73.80%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6929 69.29%
OATP2B1 inhibitior - 0.7245 72.45%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior + 0.9257 92.57%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6678 66.78%
BSEP inhibitior + 0.9629 96.29%
P-glycoprotein inhibitior + 0.6939 69.39%
P-glycoprotein substrate + 0.6361 63.61%
CYP3A4 substrate + 0.7263 72.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9151 91.51%
CYP3A4 inhibition - 0.6880 68.80%
CYP2C9 inhibition - 0.7459 74.59%
CYP2C19 inhibition - 0.8020 80.20%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.7639 76.39%
CYP2C8 inhibition + 0.4676 46.76%
CYP inhibitory promiscuity - 0.9645 96.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6834 68.34%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.5618 56.18%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6699 66.99%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8706 87.06%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5090 50.90%
Acute Oral Toxicity (c) III 0.4370 43.70%
Estrogen receptor binding + 0.7054 70.54%
Androgen receptor binding + 0.7559 75.59%
Thyroid receptor binding + 0.5251 52.51%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.7985 79.85%
PPAR gamma + 0.5722 57.22%
Honey bee toxicity - 0.6699 66.99%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9862 98.62%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.03% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.62% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.03% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.79% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.65% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.45% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 92.81% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.29% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.09% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.50% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.09% 89.50%
CHEMBL4040 P28482 MAP kinase ERK2 87.98% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.73% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.61% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.69% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.63% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.13% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.93% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.68% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.66% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.18% 91.19%
CHEMBL5028 O14672 ADAM10 82.95% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.67% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.14% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.08% 86.33%

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.
Galphimia glauca

Cross-Links

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PubChem 162956421
LOTUS LTS0271536
wikiData Q105211084