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Acetoxydehydroaustin B

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 c92dbc43-f098-4a85-aed2-09f3a956e424
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2S,3R,5R,7R,8R,9S,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] acetate
SMILES (Canonical) CC1C23C(=O)OC4(C(C5(O2)C(=C)C6(CC(C5(C3(C4=C)C(=O)O1)C)OC(=O)C)C=CC(=O)OC6(C)C)OC(=O)C)C
SMILES (Isomeric) C[C@@H]1[C@]23C(=O)O[C@@]4([C@H]([C@@]5(O2)C(=C)[C@@]6(C[C@H]([C@@]5([C@]3(C4=C)C(=O)O1)C)OC(=O)C)C=CC(=O)OC6(C)C)OC(=O)C)C
InChI InChI=1S/C29H32O11/c1-13-24(8)20(37-17(5)31)28-14(2)26(11-10-19(32)38-23(26,6)7)12-18(36-16(4)30)25(28,9)27(13)21(33)35-15(3)29(27,40-28)22(34)39-24/h10-11,15,18,20H,1-2,12H2,3-9H3/t15-,18-,20-,24+,25-,26+,27+,28+,29-/m1/s1
InChI Key YQYVCCPRXKJSEE-CHHLAZPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O11
Molecular Weight 556.60 g/mol
Exact Mass 556.19446183 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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[(1S,2S,3R,5R,7R,8R,9S,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] acetate
((1S,2S,3R,5R,7R,8R,9S,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxospiro(10,14,17-trioxapentacyclo(7.6.1.17,12.01,12.02,7)heptadecane-5,3'-pyran)-3-yl) acetate
RefChem:109031
CHEBI:198964

2D Structure

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2D Structure of Acetoxydehydroaustin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9854 98.54%
Caco-2 - 0.7460 74.60%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8490 84.90%
OATP1B3 inhibitior - 0.2524 25.24%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5114 51.14%
P-glycoprotein inhibitior + 0.7947 79.47%
P-glycoprotein substrate - 0.5666 56.66%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition + 0.7018 70.18%
CYP2C9 inhibition - 0.9061 90.61%
CYP2C19 inhibition - 0.7556 75.56%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.8006 80.06%
CYP2C8 inhibition - 0.5767 57.67%
CYP inhibitory promiscuity - 0.7470 74.70%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4980 49.80%
Eye corrosion - 0.9808 98.08%
Eye irritation - 0.8635 86.35%
Skin irritation - 0.6333 63.33%
Skin corrosion - 0.8617 86.17%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6346 63.46%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5732 57.32%
skin sensitisation - 0.6176 61.76%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6695 66.95%
Acute Oral Toxicity (c) III 0.5215 52.15%
Estrogen receptor binding + 0.7365 73.65%
Androgen receptor binding + 0.7674 76.74%
Thyroid receptor binding + 0.6354 63.54%
Glucocorticoid receptor binding + 0.6581 65.81%
Aromatase binding + 0.6290 62.90%
PPAR gamma + 0.6947 69.47%
Honey bee toxicity - 0.7074 70.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5650 56.50%
Fish aquatic toxicity + 0.9810 98.10%

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 96.53% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.82% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 91.76% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.49% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.92% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.00% 96.09%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.28% 85.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.63% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.68% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.63% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.42% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.99% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.20% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.04% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.36% 99.17%

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 54758465
LOTUS LTS0013373
wikiData Q75063916