(+)-preuisolactone A

Details

• Internal ID: 9324a7d1-2b37-45b5-9d97-6c48fb06e40b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2S,3R,6R,7S,8R,9R)-7-hydroxy-10-methoxy-2,8-dimethyl-5,13-dioxapentacyclo[5.5.2.01,8.02,6.03,9]tetradec-10-ene-4,12,14-trione
• SMILES (Canonical): CC12C3C4C(=CC(=O)C15C4(C(C2OC3=O)(C(=O)O5)O)C)OC
• SMILES (Isomeric): C[C@@]12[C@H]3[C@H]4C(=CC(=O)[C@]15[C@]4([C@]([C@@H]2OC3=O)(C(=O)O5)O)C)OC
• InChI: InChI=1S/C15H14O7/c1-12-8-7-5(20-3)4-6(16)15(12)13(7,2)14(19,11(18)22-15)10(12)21-9(8)17/h4,7-8,10,19H,1-3H3/t7-,8+,10-,12+,13-,14+,15-/m1/s1
• InChI Key: ZQNURTGHJFJRNQ-SKDONUKUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₇
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.07395278 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	-	0.6220	62.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.8655	86.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9070	90.70%
P-glycoprotein inhibitior	-	0.8089	80.89%
P-glycoprotein substrate	-	0.7710	77.10%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.5090	50.90%
CYP2C9 inhibition	-	0.9677	96.77%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	-	0.8336	83.36%
CYP inhibitory promiscuity	-	0.8023	80.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6304	63.04%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.7952	79.52%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8537	85.37%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5885	58.85%
skin sensitisation	-	0.7907	79.07%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6277	62.77%
Acute Oral Toxicity (c)	II	0.3463	34.63%
Estrogen receptor binding	+	0.6805	68.05%
Androgen receptor binding	+	0.7735	77.35%
Thyroid receptor binding	-	0.5538	55.38%
Glucocorticoid receptor binding	-	0.5422	54.22%
Aromatase binding	-	0.6824	68.24%
PPAR gamma	-	0.5111	51.11%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8495	84.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.32%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.33%	97.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.98%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.46%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.40%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683144
• LOTUS: LTS0075818
• wikiData: Q105381570