xanthanthusin E

Details

• Internal ID: cde0fb08-e8f0-4e09-829a-46ff0328b369
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 6-hydroxy-3,4-dioxo-5-propan-2-yl-2-[(1R)-1,3,3-trimethyl-2-oxocyclohexyl]cyclohexa-1,5-diene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1=C(C(=C(C(=O)C1=O)C2(CCCC(C2=O)(C)C)C)C(=O)O)O
• SMILES (Isomeric): CC(C)C1=C(C(=C(C(=O)C1=O)[C@]2(CCCC(C2=O)(C)C)C)C(=O)O)O
• InChI: InChI=1S/C19H24O6/c1-9(2)10-13(20)11(16(23)24)12(15(22)14(10)21)19(5)8-6-7-18(3,4)17(19)25/h9,20H,6-8H2,1-5H3,(H,23,24)/t19-/m1/s1
• InChI Key: NZHWCOHRMPQNCC-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL518560

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	+	0.7105	71.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8067	80.67%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.8470	84.70%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8912	89.12%
P-glycoprotein inhibitior	-	0.8233	82.33%
P-glycoprotein substrate	-	0.8358	83.58%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7571	75.71%
CYP2D6 substrate	-	0.9104	91.04%
CYP3A4 inhibition	-	0.9361	93.61%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8785	87.85%
CYP2C8 inhibition	-	0.9256	92.56%
CYP inhibitory promiscuity	-	0.9076	90.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.6437	64.37%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.5683	56.83%
Skin irritation	-	0.5579	55.79%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6800	68.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5588	55.88%
skin sensitisation	-	0.5691	56.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.5753	57.53%
Estrogen receptor binding	+	0.6666	66.66%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	+	0.5680	56.80%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	-	0.5097	50.97%
PPAR gamma	+	0.7764	77.64%
Honey bee toxicity	-	0.8646	86.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	87.85%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.91%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.71%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.82%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.67%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.43%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.20%	96.09%

Plants that contains it

• Plectranthus xanthanthus

Cross-Links

• PubChem: 10247140
• LOTUS: LTS0117456
• wikiData: Q105188021