Methyl 22-acetyloxy-10,23-dihydroxy-21-(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

Details

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Internal ID 008b0edf-62fd-4572-ab0f-0df4e710aba2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl 22-acetyloxy-10,23-dihydroxy-21-(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(C2OC(=O)C)O)(CCC5(C4(CC(=C)CC5)O)C)C)C(=O)OC)C)O
SMILES (Isomeric) CC(C12COC(=O)C=CC1C3(CCC4(C(C3C(C2OC(=O)C)O)(CCC5(C4(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(36)25(41-20(3)34)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
InChI Key DFTOCERTSAMQSM-UHFFFAOYSA-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 3.60
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 22-acetyloxy-10,23-dihydroxy-21-(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 + 0.9672 96.72%
Caco-2 - 0.7359 73.59%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7493 74.93%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8410 84.10%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6928 69.28%
BSEP inhibitior + 0.9677 96.77%
P-glycoprotein inhibitior + 0.6860 68.60%
P-glycoprotein substrate + 0.6107 61.07%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9151 91.51%
CYP3A4 inhibition - 0.5956 59.56%
CYP2C9 inhibition - 0.7593 75.93%
CYP2C19 inhibition - 0.7974 79.74%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.6655 66.55%
CYP2C8 inhibition + 0.5269 52.69%
CYP inhibitory promiscuity - 0.9712 97.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6494 64.94%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.5403 54.03%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3725 37.25%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5426 54.26%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5838 58.38%
Acute Oral Toxicity (c) III 0.3778 37.78%
Estrogen receptor binding + 0.6878 68.78%
Androgen receptor binding + 0.7593 75.93%
Thyroid receptor binding - 0.5097 50.97%
Glucocorticoid receptor binding + 0.7195 71.95%
Aromatase binding + 0.8005 80.05%
PPAR gamma + 0.6050 60.50%
Honey bee toxicity - 0.6490 64.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9888 98.88%

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 99.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.91% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.89% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.48% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.64% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.19% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.07% 96.77%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.96% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.49% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.85% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.72% 96.47%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.65% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.17% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.64% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.47% 98.75%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.55% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.48% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.17% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.60% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.93% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.56% 92.62%
CHEMBL5028 O14672 ADAM10 82.90% 97.50%
CHEMBL2535 P11166 Glucose transporter 82.80% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.24% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.37% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 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.
Galphimia glauca

Cross-Links

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PubChem 72963949
LOTUS LTS0017898
wikiData Q103818348