Schizonepetin

Details

• Internal ID: 7a865e44-f0e7-4e8b-bd21-1e031aacfb92
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (6R,7aR)-7a-hydroxy-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran-2-one
• SMILES (Canonical): CC1CCC2=C(C(=O)OC2(C1)O)C
• SMILES (Isomeric): C[C@@H]1CCC2=C(C(=O)O[C@@]2(C1)O)C
• InChI: InChI=1S/C10H14O3/c1-6-3-4-8-7(2)9(11)13-10(8,12)5-6/h6,12H,3-5H2,1-2H3/t6-,10-/m1/s1
• InChI Key: LBNWZGLSMCTAQB-LHLIQPBNSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (6R,7aR)-7a-hydroxy-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran-2-one
• (6r,7ar)-7a-hydroxy-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4h)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.9161	91.61%
Blood Brain Barrier	+	0.5355	53.55%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.8442	84.42%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8992	89.92%
P-glycoprotein inhibitior	-	0.9701	97.01%
P-glycoprotein substrate	-	0.9399	93.99%
CYP3A4 substrate	+	0.5201	52.01%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.6519	65.19%
CYP2C9 inhibition	-	0.9195	91.95%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.5556	55.56%
CYP2C8 inhibition	-	0.9590	95.90%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.7593	75.93%
Skin irritation	+	0.5846	58.46%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7284	72.84%
skin sensitisation	-	0.7258	72.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6619	66.19%
Acute Oral Toxicity (c)	III	0.3276	32.76%
Estrogen receptor binding	-	0.9250	92.50%
Androgen receptor binding	-	0.5886	58.86%
Thyroid receptor binding	-	0.6404	64.04%
Glucocorticoid receptor binding	-	0.9082	90.82%
Aromatase binding	-	0.9119	91.19%
PPAR gamma	-	0.8561	85.61%
Honey bee toxicity	-	0.9554	95.54%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	94.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.60%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%

Plants that contains it

• Bursera graveolens
• Nepeta tenuifolia

Cross-Links

• PubChem: 86575555
• NPASS: NPC9182
• LOTUS: LTS0000825
• wikiData: Q105149506