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methyl (1S,2R,5R,10S,11R,14S,15S,21S,23R)-10,23-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 30df8a77-7660-4cf3-b363-67908b38bd2f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl (1S,2R,5R,10S,11R,14S,15S,21S,23R)-10,23-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(C12CC(C3C(C1C=CC(=O)OC2)(CCC4(C3(CCC5(C4(CC(=C)CC5)O)C)C)C(=O)OC)C)O)O
SMILES (Isomeric) C[C@H]([C@@]12C[C@H]([C@H]3[C@]([C@@H]1C=CC(=O)OC2)(CC[C@]4([C@@]3(CC[C@@]5([C@]4(CC(=C)CC5)O)C)C)C(=O)OC)C)O)O
InChI InChI=1S/C30H44O7/c1-18-9-10-25(3)11-13-27(5)23-20(32)16-28(19(2)31)17-37-22(33)8-7-21(28)26(23,4)12-14-29(27,24(34)36-6)30(25,35)15-18/h7-8,19-21,23,31-32,35H,1,9-17H2,2-6H3/t19-,20-,21+,23+,25-,26+,27-,28+,29-,30+/m1/s1
InChI Key PCDQKEPIJYVOPG-FLNBIISDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O7
Molecular Weight 516.70 g/mol
Exact Mass 516.30870374 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

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,21S,23R)-10,23-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 + 0.9752 97.52%
Caco-2 - 0.6579 65.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7692 76.92%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8321 83.21%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7178 71.78%
BSEP inhibitior + 0.8991 89.91%
P-glycoprotein inhibitior - 0.4346 43.46%
P-glycoprotein substrate + 0.6319 63.19%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9118 91.18%
CYP3A4 inhibition - 0.5519 55.19%
CYP2C9 inhibition - 0.7524 75.24%
CYP2C19 inhibition - 0.8256 82.56%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.6087 60.87%
CYP2C8 inhibition - 0.5807 58.07%
CYP inhibitory promiscuity - 0.9626 96.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6524 65.24%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9323 93.23%
Skin irritation - 0.5770 57.70%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6467 64.67%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7872 78.72%
Acute Oral Toxicity (c) III 0.3467 34.67%
Estrogen receptor binding + 0.6700 67.00%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding + 0.5499 54.99%
Glucocorticoid receptor binding + 0.7212 72.12%
Aromatase binding + 0.7914 79.14%
PPAR gamma - 0.5436 54.36%
Honey bee toxicity - 0.6928 69.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.89% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.18% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 93.82% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.74% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.06% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.59% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.22% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.83% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.14% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.09% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.93% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.54% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.36% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.26% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.14% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.94% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.76% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.42% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.37% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%
CHEMBL5028 O14672 ADAM10 80.62% 97.50%

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 162964892
LOTUS LTS0243273
wikiData Q105205630