illioliganone A

Details

• Internal ID: f600a98c-07c6-4fbf-a81f-b3eb254eb897
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5R,7R)-5,7-dihydroxy-8,8-dimethyl-3-prop-2-enylbicyclo[3.3.1]non-3-ene-2,9-dione
• SMILES (Canonical): CC1(C(CC2(C=C(C(=O)C1C2=O)CC=C)O)O)C
• SMILES (Isomeric): CC1([C@@H](C[C@]2(C=C(C(=O)[C@@H]1C2=O)CC=C)O)O)C
• InChI: InChI=1S/C14H18O4/c1-4-5-8-6-14(18)7-9(15)13(2,3)10(11(8)16)12(14)17/h4,6,9-10,15,18H,1,5,7H2,2-3H3/t9-,10-,14+/m1/s1
• InChI Key: LIYISVHVFBWRLD-RULNRJAQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL558119

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.6781	67.81%
Blood Brain Barrier	+	0.6277	62.77%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6779	67.79%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8694	86.94%
BSEP inhibitior	-	0.9385	93.85%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5501	55.01%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.7835	78.35%
CYP2D6 inhibition	-	0.8271	82.71%
CYP1A2 inhibition	-	0.8973	89.73%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	-	0.7588	75.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6897	68.97%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8091	80.91%
Skin irritation	-	0.5625	56.25%
Skin corrosion	-	0.8926	89.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6533	65.33%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5458	54.58%
skin sensitisation	-	0.5604	56.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5144	51.44%
Acute Oral Toxicity (c)	III	0.4561	45.61%
Estrogen receptor binding	-	0.6660	66.60%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6623	66.23%
Glucocorticoid receptor binding	-	0.7297	72.97%
Aromatase binding	-	0.7020	70.20%
PPAR gamma	-	0.6391	63.91%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5846	58.46%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

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	96.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.43%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.29%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	85.44%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.39%	94.75%

Plants that contains it

• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 44179714
• LOTUS: LTS0060183
• wikiData: Q105152420