Varilactone A

Details

• Internal ID: a31b7e38-e354-4538-bce1-dd9a2b588ddf
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4S,6R)-7-[(1E,3E,5E)-6-[(2S,3S,3aS,4R,6aS)-3-hydroxy-2,3,5,6a-tetramethyl-3a,4-dihydro-2H-cyclopenta[b]furan-4-yl]hexa-1,3,5-trienyl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione
• SMILES (Canonical): CC1C2C(C(C1=O)(C(=O)O2)C)(C)C=CC=CC=CC3C4C(C=C3C)(OC(C4(C)O)C)C
• SMILES (Isomeric): C[C@@H]1C2C([C@@](C1=O)(C(=O)O2)C)(C)/C=C/C=C/C=C/[C@@H]3[C@@H]4[C@](C=C3C)(O[C@H]([C@@]4(C)O)C)C
• InChI: InChI=1S/C26H34O5/c1-15-14-24(5)19(26(7,29)17(3)31-24)18(15)12-10-8-9-11-13-23(4)21-16(2)20(27)25(23,6)22(28)30-21/h8-14,16-19,21,29H,1-7H3/b9-8+,12-10+,13-11+/t16-,17-,18-,19+,21?,23?,24-,25-,26+/m0/s1
• InChI Key: UIXOTFLMOYJXIR-BDEVDTTPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₅
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.24062418 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.6353	63.53%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4513	45.13%
P-glycoprotein inhibitior	+	0.5856	58.56%
P-glycoprotein substrate	-	0.6243	62.43%
CYP3A4 substrate	+	0.6402	64.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.9306	93.06%
CYP2D6 inhibition	-	0.9638	96.38%
CYP1A2 inhibition	-	0.8665	86.65%
CYP2C8 inhibition	-	0.7044	70.44%
CYP inhibitory promiscuity	-	0.9140	91.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4749	47.49%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.9254	92.54%
Skin irritation	+	0.5465	54.65%
Skin corrosion	-	0.8570	85.70%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6411	64.11%
skin sensitisation	-	0.7194	71.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5455	54.55%
Acute Oral Toxicity (c)	III	0.4391	43.91%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.7025	70.25%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	-	0.5434	54.34%
Aromatase binding	+	0.6878	68.78%
PPAR gamma	+	0.6912	69.12%
Honey bee toxicity	-	0.7961	79.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8245	82.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.92%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	86.78%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.28%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.97%	89.63%
CHEMBL1951	P21397	Monoamine oxidase A	81.21%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684476
• LOTUS: LTS0141877
• wikiData: Q105273685