10-Epi-8-deoxy-cumambrin B

Details

• Internal ID: 0e8ee165-0ba1-4161-8a6a-ef2cf1dd1397
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,6aR,9aR,9bS)-9-methyl-3-methylidene-3a,4,5,6,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C14H18O2/c1-8-6-7-10-4-3-5-11-9(2)14(15)16-13(11)12(8)10/h6,10-13H,2-5,7H2,1H3/t10-,11+,12+,13+/m1/s1
• InChI Key: PFGQZVWFUUWHOT-VOAKCMCISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL1099308
• BDBM50318395
• PD179261

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8874	88.74%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.3746	37.46%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9619	96.19%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	-	0.5133	51.33%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.5187	51.87%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	+	0.8025	80.25%
CYP2C8 inhibition	-	0.8834	88.34%
CYP inhibitory promiscuity	-	0.8080	80.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.7916	79.16%
Eye irritation	+	0.5731	57.31%
Skin irritation	-	0.5376	53.76%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5151	51.51%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	+	0.5436	54.36%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7852	78.52%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	-	0.6302	63.02%
Androgen receptor binding	+	0.6624	66.24%
Thyroid receptor binding	-	0.6964	69.64%
Glucocorticoid receptor binding	+	0.5373	53.73%
Aromatase binding	-	0.7747	77.47%
PPAR gamma	-	0.6971	69.71%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1978	P11511	Cytochrome P450 19A1	7 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.64%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.30%	86.00%
CHEMBL2581	P07339	Cathepsin D	82.83%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.33%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%

Plants that contains it

• Stevia yaconensis

Cross-Links

• PubChem: 46887018
• LOTUS: LTS0215140
• wikiData: Q105207730