Gajutsulactone A

Details

• Internal ID: 589cacdd-b164-4c22-836b-3ac72300d978
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aS,5R,7aS)-7a-methyl-3-propan-2-ylidene-5-prop-1-en-2-yl-4a,5,6,7-tetrahydro-4H-cyclopenta[b]pyran-2-one
• SMILES (Canonical): CC(=C1CC2C(CCC2(OC1=O)C)C(=C)C)C
• SMILES (Isomeric): CC(=C1C[C@H]2[C@@H](CC[C@@]2(OC1=O)C)C(=C)C)C
• InChI: InChI=1S/C15H22O2/c1-9(2)11-6-7-15(5)13(11)8-12(10(3)4)14(16)17-15/h11,13H,1,6-8H2,2-5H3/t11-,13-,15-/m0/s1
• InChI Key: ZZEKLJSJUUZCFB-WHOFXGATSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL2332425

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8181	81.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5499	54.99%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.7960	79.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7694	76.94%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.7658	76.58%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	+	0.5160	51.60%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	+	0.5159	51.59%
CYP2C8 inhibition	-	0.8195	81.95%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.8445	84.45%
Skin irritation	+	0.6182	61.82%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4497	44.97%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6016	60.16%
skin sensitisation	+	0.6823	68.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7133	71.33%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	-	0.7767	77.67%
Androgen receptor binding	-	0.6145	61.45%
Thyroid receptor binding	-	0.6016	60.16%
Glucocorticoid receptor binding	-	0.6812	68.12%
Aromatase binding	-	0.7276	72.76%
PPAR gamma	-	0.6643	66.43%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	96.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.18%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.43%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.37%	100.00%

Plants that contains it

• Curcuma heyneana
• Curcuma zedoaria

Cross-Links

• PubChem: 10263441
• NPASS: NPC222210
• LOTUS: LTS0057341
• wikiData: Q105386738