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(1R,5S,7S,8R,11R,12Z,14E,18S,20R,22S,23S,25R,28R)-8-hydroxy-11-[(1S)-1-hydroxyethyl]-7,25,28-trimethyl-20-[(2R)-oxiran-2-yl]-3,6,10,17,21,24-hexaoxahexacyclo[16.9.1.01,22.05,7.020,28.023,25]octacosa-12,14-diene-4,16-dione

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 3b6d1266-9685-429a-a401-fb42b049884c
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (1R,5S,7S,8R,11R,12Z,14E,18S,20R,22S,23S,25R,28R)-8-hydroxy-11-[(1S)-1-hydroxyethyl]-7,25,28-trimethyl-20-[(2R)-oxiran-2-yl]-3,6,10,17,21,24-hexaoxahexacyclo[16.9.1.01,22.05,7.020,28.023,25]octacosa-12,14-diene-4,16-dione
SMILES (Canonical) CC(C1C=CC=CC(=O)OC2CC3(C2(C4(CCC5(C(C4O3)O5)C)COC(=O)C6C(O6)(C(CO1)O)C)C)C7CO7)O
SMILES (Isomeric) C[C@@H]([C@H]1/C=C\C=C\C(=O)O[C@H]2C[C@@]3([C@@]2([C@]4(CC[C@@]5([C@H]([C@H]4O3)O5)C)COC(=O)[C@@H]6[C@@](O6)([C@@H](CO1)O)C)C)[C@H]7CO7)O
InChI InChI=1S/C29H38O11/c1-15(30)16-7-5-6-8-20(32)37-18-11-29(19-13-35-19)27(18,4)28(10-9-25(2)21(38-25)22(28)40-29)14-36-24(33)23-26(3,39-23)17(31)12-34-16/h5-8,15-19,21-23,30-31H,9-14H2,1-4H3/b7-5-,8-6+/t15-,16+,17+,18-,19+,21-,22+,23+,25+,26-,27-,28+,29-/m0/s1
InChI Key OWTHOXJRXVFEKK-FXJJMNIHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O11
Molecular Weight 562.60 g/mol
Exact Mass 562.24141202 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5S,7S,8R,11R,12Z,14E,18S,20R,22S,23S,25R,28R)-8-hydroxy-11-[(1S)-1-hydroxyethyl]-7,25,28-trimethyl-20-[(2R)-oxiran-2-yl]-3,6,10,17,21,24-hexaoxahexacyclo[16.9.1.01,22.05,7.020,28.023,25]octacosa-12,14-diene-4,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9456 94.56%
Caco-2 - 0.7818 78.18%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7268 72.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8792 87.92%
OATP1B3 inhibitior + 0.9496 94.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7897 78.97%
P-glycoprotein inhibitior + 0.7018 70.18%
P-glycoprotein substrate + 0.8390 83.90%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.6905 69.05%
CYP2C9 inhibition - 0.8364 83.64%
CYP2C19 inhibition - 0.8511 85.11%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.8285 82.85%
CYP2C8 inhibition - 0.5647 56.47%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4224 42.24%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9354 93.54%
Skin irritation - 0.6109 61.09%
Skin corrosion - 0.9105 91.05%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7180 71.80%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8845 88.45%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6732 67.32%
Acute Oral Toxicity (c) I 0.3992 39.92%
Estrogen receptor binding + 0.7947 79.47%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding - 0.5200 52.00%
Glucocorticoid receptor binding + 0.7487 74.87%
Aromatase binding + 0.7027 70.27%
PPAR gamma + 0.6238 62.38%
Honey bee toxicity - 0.6573 65.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9647 96.47%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.33% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.17% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.05% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.55% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.44% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.94% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.98% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.91% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.80% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 87.72% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.61% 97.09%
CHEMBL325 Q13547 Histone deacetylase 1 86.95% 95.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.12% 99.23%
CHEMBL230 P35354 Cyclooxygenase-2 84.72% 89.63%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.44% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.21% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.78% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.61% 85.14%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 80.56% 92.67%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.55% 97.28%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.36% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.24% 96.90%

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.
Baccharis megapotamica

Cross-Links

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PubChem 163105447
LOTUS LTS0112077
wikiData Q105202248