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Acaulone 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 44d81ba5-43b5-446a-ae4d-b716ac9ad63f
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,4S,5R,6E,10S,14R)-5-hydroxy-4,10,15-trimethyl-3,9-dioxabicyclo[12.4.0]octadeca-6,15-diene-2,8,13,17-tetrone
SMILES (Canonical) CC1CCC(=O)C2C(CC(=O)C=C2C)C(=O)OC(C(C=CC(=O)O1)O)C
SMILES (Isomeric) C[C@H]1CCC(=O)[C@@H]2[C@H](CC(=O)C=C2C)C(=O)O[C@H]([C@@H](/C=C/C(=O)O1)O)C
InChI InChI=1S/C19H24O7/c1-10-8-13(20)9-14-18(10)16(22)5-4-11(2)25-17(23)7-6-15(21)12(3)26-19(14)24/h6-8,11-12,14-15,18,21H,4-5,9H2,1-3H3/b7-6+/t11-,12-,14-,15+,18-/m0/s1
InChI Key XNLJWOTZIXOLJQ-KVHQKDPHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H24O7
Molecular Weight 364.40 g/mol
Exact Mass 364.15220310 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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(1S,4S,5R,6E,10S,14R)-5-hydroxy-4,10,15-trimethyl-3,9-dioxabicyclo[12.4.0]octadeca-6,15-diene-2,8,13,17-tetrone
(1S,4S,5R,6E,10S,14R)-5-hydroxy-4,10,15-trimethyl-3,9-dioxabicyclo(12.4.0)octadeca-6,15-diene-2,8,13,17-tetrone
RefChem:108734
CHEBI:216875

2D Structure

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2D Structure of Acaulone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9743 97.43%
Caco-2 + 0.5607 56.07%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7055 70.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.5918 59.18%
P-glycoprotein inhibitior - 0.6270 62.70%
P-glycoprotein substrate - 0.6287 62.87%
CYP3A4 substrate + 0.6055 60.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.8630 86.30%
CYP2C9 inhibition - 0.9546 95.46%
CYP2C19 inhibition - 0.9365 93.65%
CYP2D6 inhibition - 0.9313 93.13%
CYP1A2 inhibition - 0.6570 65.70%
CYP2C8 inhibition - 0.8588 85.88%
CYP inhibitory promiscuity - 0.9832 98.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6134 61.34%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9551 95.51%
Skin irritation + 0.5375 53.75%
Skin corrosion - 0.9093 90.93%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4637 46.37%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.6896 68.96%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5304 53.04%
Acute Oral Toxicity (c) III 0.5746 57.46%
Estrogen receptor binding + 0.6494 64.94%
Androgen receptor binding + 0.5658 56.58%
Thyroid receptor binding - 0.7276 72.76%
Glucocorticoid receptor binding + 0.6253 62.53%
Aromatase binding - 0.7715 77.15%
PPAR gamma - 0.6777 67.77%
Honey bee toxicity - 0.8790 87.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9451 94.51%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.40% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.02% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.63% 99.23%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 90.33% 86.00%
CHEMBL1871 P10275 Androgen Receptor 89.68% 96.43%
CHEMBL2581 P07339 Cathepsin D 89.41% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.19% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.63% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.65% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.64% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.90% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.25% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.42% 96.09%

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 139591123
LOTUS LTS0041195
wikiData Q105331758