Mitchellene B

Details

• Internal ID: 6c2f09df-6c3c-4911-ace5-3cd512a6af19
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,7S,8S,11S,12S,13R,14R)-8,14-dimethyl-2-oxatetracyclo[9.2.1.04,13.07,12]tetradec-4-en-3-one
• InChI: InChI=1S/C15H20O2/c1-7-3-4-10-8(2)14-13-11(15(16)17-14)6-5-9(7)12(10)13/h6-10,12-14H,3-5H2,1-2H3/t7-,8+,9-,10+,12-,13-,14+/m0/s1
• InChI Key: BFNUVKSKPNBQRT-IGLSZRPSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:69350
• (4aS,5S,7aS,8R,8aR,8bR,8cS)-5,8-dimethyl-4,4a,5,6,7,7a,8,8a,8b,8c-decahydro-2H-acenaphtho[1,8-bc]furan-2-one
• (1R,7S,8S,11S,12S,13R,14R)-8,14-dimethyl-2-oxatetracyclo(9.2.1.04,13.07,12)tetradec-4-en-3-one
• (1R,7S,8S,11S,12S,13R,14R)-8,14-dimethyl-2-oxatetracyclo[9.2.1.04,13.07,12]tetradec-4-en-3-one
• (4aS,5S,7aS,8R,8aR,8bR,8cS)-5,8-dimethyl-4,4a,5,6,7,7a,8,8a,8b,8c-decahydro-2H-acenaphtho(1,8-bc)furan-2-one
• RefChem:159071
• Q27137691

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8812	88.12%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Plasma membrane	0.5012	50.12%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5298	52.98%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.6945	69.45%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	+	0.5284	52.84%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	+	0.7358	73.58%
CYP2C8 inhibition	-	0.8874	88.74%
CYP inhibitory promiscuity	-	0.6086	60.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4983	49.83%
Eye corrosion	-	0.9132	91.32%
Eye irritation	-	0.8798	87.98%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.7607	76.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5789	57.89%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7451	74.51%
skin sensitisation	+	0.5743	57.43%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.6820	68.20%
Estrogen receptor binding	-	0.7632	76.32%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	-	0.6057	60.57%
Glucocorticoid receptor binding	-	0.7243	72.43%
Aromatase binding	-	0.8734	87.34%
PPAR gamma	-	0.7017	70.17%
Honey bee toxicity	-	0.8774	87.74%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	92.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.15%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.83%	93.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.32%	93.40%

Plants that contains it

• Eremophila mitchellii

Cross-Links

• PubChem: 54671720
• NPASS: NPC155125
• LOTUS: LTS0263182
• wikiData: Q27137691