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Austalide H acid

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 31041949-e5c7-4c2f-b887-33e63eeba921
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name 3-[(5aS,7R,8S,9R,9aR)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-3,6,7,8,9a,10-hexahydro-[2]benzofuro[5,6-b]chromen-9-yl]propanoic acid
SMILES (Canonical) CC1=C2COC(=O)C2=C(C3=C1OC4(CC(C(C(C4C3)(C)CCC(=O)O)C(C)(C)O)O)C)OC
SMILES (Isomeric) CC1=C2COC(=O)C2=C(C3=C1O[C@]4(C[C@H]([C@H]([C@]([C@H]4C3)(C)CCC(=O)O)C(C)(C)O)O)C)OC
InChI InChI=1S/C25H34O8/c1-12-14-11-32-22(29)18(14)20(31-6)13-9-16-24(4,8-7-17(27)28)21(23(2,3)30)15(26)10-25(16,5)33-19(12)13/h15-16,21,26,30H,7-11H2,1-6H3,(H,27,28)/t15-,16-,21+,24-,25+/m1/s1
InChI Key NNOMPFCNQCRAIO-JSGMTKEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H34O8
Molecular Weight 462.50 g/mol
Exact Mass 462.22536804 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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3-((5AS,7R,8S,9R,9ar)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-1H,3H,5ah,6H,7H,8H,9H,9ah,10H-furo(3,4-b)xanthen-9-yl)propanoate
3-((5aS,7R,8S,9R,9aR)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-3,6,7,8,9a,10-hexahydro-(2)benzofuro(5,6-b)chromen-9-yl)propanoic acid
3-[(5AS,7R,8S,9R,9ar)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-1H,3H,5ah,6H,7H,8H,9H,9ah,10H-furo[3,4-b]xanthen-9-yl]propanoate
3-[(5aS,7R,8S,9R,9aR)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-3,6,7,8,9a,10-hexahydro-[2]benzofuro[5,6-b]chromen-9-yl]propanoic acid
RefChem:115663
CHEBI:203776
3-[(5aS,7R,8S,9R,9aR)-7-hydroxy-8-(2-hydroxypropan-2-yl)-11-methoxy-4,5a,9-trimethyl-1-oxo-3,6,7,8,9a,10-hexahydro-[2]benzouro[5,6-b]chromen-9-yl]propanoic acid

2D Structure

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2D Structure of Austalide H acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9425 94.25%
Caco-2 - 0.5915 59.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8267 82.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.8979 89.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7364 73.64%
BSEP inhibitior + 0.9309 93.09%
P-glycoprotein inhibitior - 0.4932 49.32%
P-glycoprotein substrate + 0.5134 51.34%
CYP3A4 substrate + 0.6747 67.47%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.5871 58.71%
CYP2C9 inhibition - 0.7691 76.91%
CYP2C19 inhibition - 0.8718 87.18%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.7148 71.48%
CYP2C8 inhibition + 0.5571 55.71%
CYP inhibitory promiscuity - 0.8635 86.35%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6299 62.99%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8218 82.18%
Skin irritation - 0.7860 78.60%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6195 61.95%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.9137 91.37%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7811 78.11%
Acute Oral Toxicity (c) I 0.3784 37.84%
Estrogen receptor binding + 0.7747 77.47%
Androgen receptor binding + 0.6547 65.47%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7939 79.39%
Aromatase binding + 0.7919 79.19%
PPAR gamma + 0.6556 65.56%
Honey bee toxicity - 0.7470 74.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9835 98.35%

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 97.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.18% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.72% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 94.53% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.67% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.66% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.35% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.29% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.23% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.95% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.78% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.25% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.86% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.14% 93.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.47% 95.00%
CHEMBL5028 O14672 ADAM10 81.32% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.70% 99.17%
CHEMBL1902 P62942 FK506-binding protein 1A 80.35% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.05% 97.25%

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 93326837
LOTUS LTS0101170
wikiData Q77380883