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Merosterol A

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 f8f5de92-31a9-480b-896c-8c80b8d3884d
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (1S,2S,4R,5R,17S,18R,19R,20S,21S,22S)-7,22-dichloro-2,4,18-trihydroxy-21-(methoxymethyl)-5,17,21-trimethyl-10,12,26-trioxaheptacyclo[17.5.2.01,20.02,17.05,16.06,14.09,13]hexacosa-6,8,13,15-tetraen-25-one
SMILES (Canonical) CC1(C(CCC23C1C(C(C4(C2(CC(C5(C4=CC6=C7C(=CC(=C65)Cl)OCO7)C)O)O)C)O)OC3=O)Cl)COC
SMILES (Isomeric) C[C@@]1([C@H](CC[C@]23[C@@H]1[C@H]([C@@H]([C@]4([C@]2(C[C@H]([C@@]5(C4=CC6=C7C(=CC(=C65)Cl)OCO7)C)O)O)C)O)OC3=O)Cl)COC
InChI InChI=1S/C28H32Cl2O8/c1-24(10-35-4)16(30)5-6-27-21(24)20(38-23(27)33)22(32)26(3)15-7-12-18(13(29)8-14-19(12)37-11-36-14)25(15,2)17(31)9-28(26,27)34/h7-8,16-17,20-22,31-32,34H,5-6,9-11H2,1-4H3/t16-,17+,20+,21+,22-,24-,25-,26-,27+,28-/m0/s1
InChI Key HBFUMXRTGQYCEA-SCJHGSEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32Cl2O8
Molecular Weight 567.50 g/mol
Exact Mass 566.1474234 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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(1S,2S,4R,5R,17S,18R,19R,20S,21S,22S)-7,22-dichloro-2,4,18-trihydroxy-21-(methoxymethyl)-5,17,21-trimethyl-10,12,26-trioxaheptacyclo[17.5.2.01,20.02,17.05,16.06,14.09,13]hexacosa-6,8,13,15-tetraen-25-one
(1R,2R,2aS,3S,4S,6aS,6bS,8R,8aR,14bS)-4,9-dichloro-1,6b,8-trihydroxy-3-(methoxymethyl)-3,8a,14b-trimethyl-1,2,2a,3,4,5,6,6b,7,8,8a,14b-dodecahydro-2,6a-(epoxymethano)naphtho(1',2':7,8)fluoreno(1,2-d)(1,3)dioxol-15-one
(1R,2R,2aS,3S,4S,6aS,6bS,8R,8aR,14bS)-4,9-dichloro-1,6b,8-trihydroxy-3-(methoxymethyl)-3,8a,14b-trimethyl-1,2,2a,3,4,5,6,6b,7,8,8a,14b-dodecahydro-2,6a-(epoxymethano)naphtho[1',2':7,8]fluoreno[1,2-d][1,3]dioxol-15-one
(1S,2S,4R,5R,17S,18R,19R,20S,21S,22S)-7,22-dichloro-2,4,18-trihydroxy-21-(methoxymethyl)-5,17,21-trimethyl-10,12,26-trioxaheptacyclo(17.5.2.01,20.02,17.05,16.06,14.09,13)hexacosa-6,8,13,15-tetraen-25-one
RefChem:156632
CHEBI:219883
DTXSID501335138
(1S,2S,4aS,4bS,6R,6aR,12bS,13R,14R,14aS)-2,7-Dichloro-4b,6,13-trihydroxy-1-(methoxymethyl)-1,6a,12b-trimethyl-1,2,3,4,4b,5,6,6a,12b,13,14,14a-dodecahydro-10H-14,4a-(epoxymethano)naphtho[1',2':7,8]fluoreno[1,2-d][1,3]dioxol-16-one
2097270-57-8

2D Structure

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2D Structure of Merosterol A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9879 98.79%
Caco-2 - 0.7411 74.11%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6844 68.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.8920 89.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9722 97.22%
P-glycoprotein inhibitior + 0.6167 61.67%
P-glycoprotein substrate + 0.6220 62.20%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8414 84.14%
CYP3A4 inhibition - 0.6356 63.56%
CYP2C9 inhibition - 0.7198 71.98%
CYP2C19 inhibition - 0.7085 70.85%
CYP2D6 inhibition - 0.8348 83.48%
CYP1A2 inhibition - 0.7299 72.99%
CYP2C8 inhibition + 0.6028 60.28%
CYP inhibitory promiscuity - 0.7317 73.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4362 43.62%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9346 93.46%
Skin irritation - 0.6972 69.72%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5270 52.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4779 47.79%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5980 59.80%
skin sensitisation - 0.8435 84.35%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.8265 82.65%
Acute Oral Toxicity (c) III 0.4674 46.74%
Estrogen receptor binding + 0.7887 78.87%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding + 0.6669 66.69%
Glucocorticoid receptor binding + 0.8388 83.88%
Aromatase binding + 0.8574 85.74%
PPAR gamma + 0.6914 69.14%
Honey bee toxicity - 0.7283 72.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.80% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.68% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.67% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.07% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.95% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.49% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.13% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.74% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.03% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.70% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.28% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.27% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.48% 92.62%
CHEMBL5957 P21589 5'-nucleotidase 86.24% 97.78%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.47% 86.00%
CHEMBL2581 P07339 Cathepsin D 83.90% 98.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.24% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 83.15% 94.75%
CHEMBL1871 P10275 Androgen Receptor 82.67% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.45% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.22% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.09% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.99% 96.95%
CHEMBL2083 P15090 Fatty acid binding protein adipocyte 81.64% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 80.38% 94.73%

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.
There are no matching plants.

Cross-Links

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PubChem 146684628
LOTUS LTS0061630
wikiData Q105025270