Postia Secoguaianolide

Details

• Internal ID: ac107956-0dde-4db6-a155-c9f73a3d430e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4R,5R)-3-methylidene-4-[(2-methyl-5-oxocyclopenten-1-yl)methyl]-5-(2-oxopropyl)oxolan-2-one
• SMILES (Canonical): CC1=C(C(=O)CC1)CC2C(OC(=O)C2=C)CC(=O)C
• SMILES (Isomeric): CC1=C(C(=O)CC1)C[C@H]2[C@H](OC(=O)C2=C)CC(=O)C
• InChI: InChI=1S/C15H18O4/c1-8-4-5-13(17)11(8)7-12-10(3)15(18)19-14(12)6-9(2)16/h12,14H,3-7H2,1-2H3/t12-,14-/m1/s1
• InChI Key: KXHHDVSGKJMOJD-TZMCWYRMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL1912053

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.8896	88.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.8144	81.44%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.7673	76.73%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.5219	52.19%
CYP2C8 inhibition	-	0.8941	89.41%
CYP inhibitory promiscuity	-	0.8915	89.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6904	69.04%
Eye corrosion	-	0.9326	93.26%
Eye irritation	+	0.6948	69.48%
Skin irritation	+	0.6044	60.44%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4713	47.13%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6891	68.91%
skin sensitisation	-	0.8069	80.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5274	52.74%
Acute Oral Toxicity (c)	III	0.6664	66.64%
Estrogen receptor binding	-	0.6487	64.87%
Androgen receptor binding	-	0.5287	52.87%
Thyroid receptor binding	-	0.7126	71.26%
Glucocorticoid receptor binding	-	0.5379	53.79%
Aromatase binding	-	0.7198	71.98%
PPAR gamma	-	0.7127	71.27%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	93.90%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	85.96%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.12%	94.45%

Plants that contains it

• Rhanteriopsis bombycina

Cross-Links

• PubChem: 57392887
• LOTUS: LTS0027652
• wikiData: Q105147332