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Isohelenalin

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 292e7b03-4630-4196-bd7a-e913b808772b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (3aR,5R,5aR,8aR,9S)-9-hydroxy-1,5,8a-trimethyl-4,5,5a,9-tetrahydro-3aH-azuleno[6,7-b]furan-2,8-dione
SMILES (Canonical) CC1CC2C(=C(C(=O)O2)C)C(C3(C1C=CC3=O)C)O
SMILES (Isomeric) C[C@@H]1C[C@@H]2C(=C(C(=O)O2)C)[C@@H]([C@]3([C@H]1C=CC3=O)C)O
InChI InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,13,17H,6H2,1-3H3/t7-,9+,10-,13+,15+/m1/s1
InChI Key MXDBSOSHFBRRIJ-JMLQNSIWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H18O4
Molecular Weight 262.30 g/mol
Exact Mass 262.12050905 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.39
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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479-09-4
Azuleno(6,5-b)furan-2,5-dione, 4,4a,7a,8,9,9a-hexahydro-4-hydroxy-3,4a,8-trimethyl-, (4S-(4alpha,4abeta,7aalpha,8alpha,9aalpha))-
(4s,4ar,7ar,8r,9ar)-4-hydroxy-3,4a,8-trimethyl-4,4a,7a,8,9,9a-hexahydroazuleno[6,5-b]furan-2,5-dione
(3aR,5R,5aR,8aR,9S)-9-hydroxy-1,5,8a-trimethyl-4,5,5a,9-tetrahydro-3aH-azuleno[6,7-b]furan-2,8-dione
DTXSID70197315

2D Structure

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2D Structure of Isohelenalin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9766 97.66%
Caco-2 - 0.5171 51.71%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5949 59.49%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.9355 93.55%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8352 83.52%
P-glycoprotein inhibitior - 0.9139 91.39%
P-glycoprotein substrate - 0.7475 74.75%
CYP3A4 substrate + 0.6000 60.00%
CYP2C9 substrate - 0.8284 82.84%
CYP2D6 substrate - 0.9011 90.11%
CYP3A4 inhibition - 0.8418 84.18%
CYP2C9 inhibition - 0.8306 83.06%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.5557 55.57%
CYP2C8 inhibition - 0.9017 90.17%
CYP inhibitory promiscuity - 0.9239 92.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Danger 0.4086 40.86%
Eye corrosion - 0.9672 96.72%
Eye irritation - 0.9686 96.86%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8364 83.64%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4805 48.05%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.7783 77.83%
skin sensitisation - 0.7071 70.71%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7159 71.59%
Acute Oral Toxicity (c) II 0.5547 55.47%
Estrogen receptor binding - 0.5828 58.28%
Androgen receptor binding - 0.5320 53.20%
Thyroid receptor binding - 0.6264 62.64%
Glucocorticoid receptor binding - 0.6799 67.99%
Aromatase binding - 0.7338 73.38%
PPAR gamma - 0.6005 60.05%
Honey bee toxicity - 0.8931 89.31%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9170 91.70%

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 95.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.09% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.62% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.82% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.48% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.84% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.06% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.26% 85.14%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.09% 86.00%

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.
Helenium microcephalum

Cross-Links

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PubChem 164614
LOTUS LTS0247711
wikiData Q83070217