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Irpexolide A

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 b063d86b-e82f-49c6-8d60-f4aefeda9939
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R,4S,6R,8R,9R,10R,14S,15R,17R,19S,20R)-15,17,19,20-tetrahydroxy-2,3',4',8,10,14,18,18-octamethylspiro[5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(21),12-diene-6,5'-furan]-2'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H44O7/c1-15-13-30(17(3)16(2)25(35)38-30)37-20-14-28(7)19-11-23(34)31(36)26(4,5)21(32)12-22(33)29(31,8)18(19)9-10-27(28,6)24(15)20/h9,11,15,20-24,32-34,36H,10,12-14H2,1-8H3/t15-,20+,21-,22-,23-,24+,27-,28+,29+,30-,31+/m1/s1
InChI Key NCXCIHGEYIWMTJ-WXFZHYSJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O7
Molecular Weight 528.70 g/mol
Exact Mass 528.30870374 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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(2R,4S,6R,8R,9R,10R,14S,15R,17R,19S,20R)-15,17,19,20-tetrahydroxy-2,3',4',8,10,14,18,18-octamethylspiro(5-oxapentacyclo(11.8.0.02,10.04,9.014,19)henicosa-1(21),12-diene-6,5'-furan)-2'-one
(2R,4S,6R,8R,9R,10R,14S,15R,17R,19S,20R)-15,17,19,20-tetrahydroxy-2,3',4',8,10,14,18,18-octamethylspiro[5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(21),12-diene-6,5'-furan]-2'-one
RefChem:148863
CHEBI:225941
(2R,4S,6R,8R,9R,10R,14S,15R,17R,19S,20R)-15,17,19,20-tetrahydroxy-2,3',4',8,10,14,18,18-octamethylspiro[5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(21),12-diene-6,5'-uran]-2'-one

2D Structure

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2D Structure of Irpexolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9520 95.20%
Caco-2 - 0.6711 67.11%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7060 70.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8563 85.63%
OATP1B3 inhibitior + 0.9578 95.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5809 58.09%
P-glycoprotein inhibitior + 0.6181 61.81%
P-glycoprotein substrate + 0.5696 56.96%
CYP3A4 substrate + 0.6890 68.90%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition - 0.7637 76.37%
CYP2C9 inhibition - 0.9263 92.63%
CYP2C19 inhibition - 0.9217 92.17%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.8778 87.78%
CYP2C8 inhibition - 0.5691 56.91%
CYP inhibitory promiscuity - 0.9264 92.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4268 42.68%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.5433 54.33%
Skin corrosion - 0.9133 91.33%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4375 43.75%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.7892 78.92%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6803 68.03%
Acute Oral Toxicity (c) I 0.5446 54.46%
Estrogen receptor binding + 0.7071 70.71%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding + 0.6532 65.32%
Glucocorticoid receptor binding + 0.7037 70.37%
Aromatase binding + 0.7496 74.96%
PPAR gamma + 0.6337 63.37%
Honey bee toxicity - 0.7242 72.42%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9841 98.41%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.40% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.96% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.27% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.56% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.64% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.02% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.43% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.63% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.98% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.13% 97.21%
CHEMBL1871 P10275 Androgen Receptor 80.68% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 80.18% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.09% 92.94%

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 146682070
LOTUS LTS0192379
wikiData Q105177429