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Ixocarpalactone 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 eb6ff963-2b11-434f-a22d-e91828d0b8c6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical) CC1C(C(=O)OC1C(C(C)(C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)O)O)C
SMILES (Isomeric) CC1C(C(=O)OC1C(C(C)(C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)O)O)C
InChI InChI=1S/C28H40O8/c1-12-13(2)24(33)35-21(12)23(32)27(5,34)22-17(29)11-16-14-10-20-28(36-20)19(31)7-6-18(30)26(28,4)15(14)8-9-25(16,22)3/h6-7,12-17,19-23,29,31-32,34H,8-11H2,1-5H3
InChI Key PHBPDHFIJFLEGD-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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71801-45-1
15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one
CHEBI:185561
LMST01160011
NSC301722
NSC-301722
5,6-Epoxy-4,16,20,22-tetrahydroxy-1-oxoergost-2-eno-26,23-lactone
5,6-Epoxy-4,16,20,22,23-pentahydroxy-1-oxoergost-2-en-26-oic acid, g-lactone

2D Structure

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2D Structure of Ixocarpalactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8627 86.27%
Caco-2 - 0.7992 79.92%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6041 60.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9572 95.72%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7570 75.70%
P-glycoprotein inhibitior - 0.5363 53.63%
P-glycoprotein substrate + 0.5897 58.97%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.6270 62.70%
CYP2C9 inhibition - 0.8545 85.45%
CYP2C19 inhibition - 0.8607 86.07%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.7636 76.36%
CYP2C8 inhibition - 0.5796 57.96%
CYP inhibitory promiscuity - 0.9750 97.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4737 47.37%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9459 94.59%
Skin irritation + 0.5100 51.00%
Skin corrosion - 0.8692 86.92%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4055 40.55%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5783 57.83%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6423 64.23%
Acute Oral Toxicity (c) I 0.3534 35.34%
Estrogen receptor binding + 0.7612 76.12%
Androgen receptor binding + 0.7515 75.15%
Thyroid receptor binding + 0.5436 54.36%
Glucocorticoid receptor binding + 0.6167 61.67%
Aromatase binding + 0.7119 71.19%
PPAR gamma + 0.5690 56.90%
Honey bee toxicity - 0.6491 64.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9818 98.18%

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 98.91% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.98% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.55% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.86% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.25% 97.14%
CHEMBL1871 P10275 Androgen Receptor 88.05% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.33% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.38% 91.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.01% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.76% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.73% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.89% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.37% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.70% 96.61%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.36% 94.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.33% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 82.18% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.72% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.09% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.77% 86.33%

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.
Physalis philadelphica

Cross-Links

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PubChem 327287
LOTUS LTS0186512
wikiData Q82070016