Xylarenolide

Details

• Internal ID: dbed578e-f74d-4282-86d8-850287fbb16f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
• IUPAC Name: 2-[(1S,5S,9R,12S,16R)-2-hydroxy-1,5,12-trimethyl-11-oxo-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-7-en-5-yl]acetic acid
• SMILES (Canonical): CC1(CCC2(C(=CC3C4C2(CCCC4(C(=O)O3)C)C)C1)O)CC(=O)O
• SMILES (Isomeric): C[C@@]1(CCC2(C(=C[C@@H]3[C@@H]4[C@@]2(CCC[C@@]4(C(=O)O3)C)C)C1)O)CC(=O)O
• InChI: InChI=1S/C20H28O5/c1-17(11-14(21)22)7-8-20(24)12(10-17)9-13-15-18(2,16(23)25-13)5-4-6-19(15,20)3/h9,13,15,24H,4-8,10-11H2,1-3H3,(H,21,22)/t13-,15+,17+,18+,19+,20?/m1/s1
• InChI Key: XFTJQOUMCHXWOF-TYERUNLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6077	60.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5053	50.53%
BSEP inhibitior	-	0.5723	57.23%
P-glycoprotein inhibitior	-	0.7585	75.85%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	+	0.6184	61.84%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.9342	93.42%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8272	82.72%
CYP2C8 inhibition	-	0.7699	76.99%
CYP inhibitory promiscuity	-	0.8742	87.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5262	52.62%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9292	92.92%
Skin irritation	+	0.7123	71.23%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8087	80.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6517	65.17%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.4844	48.44%
Acute Oral Toxicity (c)	III	0.5557	55.57%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.6359	63.59%
Thyroid receptor binding	+	0.5861	58.61%
Glucocorticoid receptor binding	+	0.8248	82.48%
Aromatase binding	+	0.7730	77.30%
PPAR gamma	-	0.5166	51.66%
Honey bee toxicity	-	0.9294	92.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.25%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.74%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.45%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.14%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%

Plants that contains it

• Ancistrocladus abbreviatus

Cross-Links

• PubChem: 139586528
• LOTUS: LTS0058438
• wikiData: Q105226594