Illicinolide A

Details

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Internal ID d5e457ed-2c74-490e-ad49-98f0e49f1f77
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 3,4,5,7-tetrahydroxy-8-methoxy-2,6-dimethyl-9,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecan-14-one
SMILES (Canonical) CC1C(C(C2(C13CC(C4C2(C(C(OC4)OC)O)C)OC3=O)O)O)O
SMILES (Isomeric) CC1C(C(C2(C13CC(C4C2(C(C(OC4)OC)O)C)OC3=O)O)O)O
InChI InChI=1S/C16H24O8/c1-6-9(17)10(18)16(21)14(2)7(5-23-12(22-3)11(14)19)8-4-15(6,16)13(20)24-8/h6-12,17-19,21H,4-5H2,1-3H3
InChI Key FTEPWQXVCSWSSU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H24O8
Molecular Weight 344.36 g/mol
Exact Mass 344.14711772 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -1.61
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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Illicinolide A
DTXSID10927390
1,9,10,10a-Tetrahydroxy-2-methoxy-8,10b-dimethyloctahydro-2H,4H,7H-5,7a-methanocyclopenta[c]pyrano[4,3-e]oxepin-7-one

2D Structure

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2D Structure of Illicinolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6451 64.51%
Caco-2 - 0.8420 84.20%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6325 63.25%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.9157 91.57%
OATP1B3 inhibitior + 0.9507 95.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9411 94.11%
P-glycoprotein inhibitior - 0.8750 87.50%
P-glycoprotein substrate - 0.6871 68.71%
CYP3A4 substrate + 0.6375 63.75%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8448 84.48%
CYP3A4 inhibition - 0.8947 89.47%
CYP2C9 inhibition - 0.9290 92.90%
CYP2C19 inhibition - 0.8941 89.41%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.8892 88.92%
CYP2C8 inhibition - 0.8387 83.87%
CYP inhibitory promiscuity - 0.9361 93.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6173 61.73%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9530 95.30%
Skin irritation - 0.7516 75.16%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5803 58.03%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5165 51.65%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5773 57.73%
Acute Oral Toxicity (c) III 0.4926 49.26%
Estrogen receptor binding + 0.6970 69.70%
Androgen receptor binding + 0.6448 64.48%
Thyroid receptor binding + 0.5647 56.47%
Glucocorticoid receptor binding - 0.5592 55.92%
Aromatase binding + 0.5218 52.18%
PPAR gamma - 0.5628 56.28%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7542 75.42%

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 95.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.58% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.05% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.63% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.85% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.05% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.00% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.30% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.26% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.32% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.46% 94.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.30% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.41% 97.09%

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.
Illicium tashiroi

Cross-Links

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PubChem 183093
LOTUS LTS0095619
wikiData Q82902012