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[(1S,2R,4S,7R,8S,11S,12S,16R,18R)-12-acetyl-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,15,15-tetramethyl-5,13-dioxo-3,6,14-trioxapentacyclo[9.7.0.02,4.02,8.012,16]octadecan-18-yl] acetate

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 8249bffe-f139-43e8-ae22-f5b36c0e1b67
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(1S,2R,4S,7R,8S,11S,12S,16R,18R)-12-acetyl-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,15,15-tetramethyl-5,13-dioxo-3,6,14-trioxapentacyclo[9.7.0.02,4.02,8.012,16]octadecan-18-yl] acetate
SMILES (Canonical) CC(=O)C12C3CCC4(C(OC(=O)C5C4(C3(C(CC1C(OC2=O)(C)C)OC(=O)C)C)O5)C6=CC(OC6=O)O)C
SMILES (Isomeric) CC(=O)[C@]12[C@H]3CC[C@]4([C@@H](OC(=O)[C@@H]5[C@@]4([C@@]3([C@@H](C[C@H]1C(OC2=O)(C)C)OC(=O)C)C)O5)C6=C[C@H](OC6=O)O)C
InChI InChI=1S/C27H32O11/c1-11(28)26-14-7-8-24(5)18(13-9-17(30)35-20(13)31)36-21(32)19-27(24,37-19)25(14,6)16(34-12(2)29)10-15(26)23(3,4)38-22(26)33/h9,14-19,30H,7-8,10H2,1-6H3/t14-,15-,16+,17-,18-,19+,24-,25-,26-,27+/m0/s1
InChI Key BPXLTVCONSKPJU-WFKRKQQASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O11
Molecular Weight 532.50 g/mol
Exact Mass 532.19446183 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.14
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4S,7R,8S,11S,12S,16R,18R)-12-acetyl-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,15,15-tetramethyl-5,13-dioxo-3,6,14-trioxapentacyclo[9.7.0.02,4.02,8.012,16]octadecan-18-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 - 0.7245 72.45%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7800 78.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7431 74.31%
OATP1B3 inhibitior + 0.7882 78.82%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7158 71.58%
P-glycoprotein inhibitior + 0.7176 71.76%
P-glycoprotein substrate - 0.5322 53.22%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8854 88.54%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8104 81.04%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.7910 79.10%
CYP2C8 inhibition + 0.6041 60.41%
CYP inhibitory promiscuity - 0.9062 90.62%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5201 52.01%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8693 86.93%
Skin irritation - 0.6096 60.96%
Skin corrosion - 0.8764 87.64%
Ames mutagenesis - 0.7119 71.19%
Human Ether-a-go-go-Related Gene inhibition - 0.6593 65.93%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.7809 78.09%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7371 73.71%
Acute Oral Toxicity (c) I 0.4021 40.21%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding + 0.6291 62.91%
Glucocorticoid receptor binding + 0.7469 74.69%
Aromatase binding + 0.7378 73.78%
PPAR gamma + 0.7176 71.76%
Honey bee toxicity - 0.7210 72.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9801 98.01%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.66% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.43% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.95% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.70% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.88% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.30% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.11% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 83.58% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 82.35% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.15% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.71% 97.14%
CHEMBL5028 O14672 ADAM10 81.60% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.43% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.36% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 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.
Boronia alata

Cross-Links

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PubChem 162850399
LOTUS LTS0040278
wikiData Q104944206