Antibiotic JBIR 27

Details

• Internal ID: 262a38a2-7bbe-4560-aefd-0d629ef2a251
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 6-hydroxy-4a-(hydroxymethyl)-5-methyl-3-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• InChI: InChI=1S/C15H22O3/c1-9(2)12-7-15(8-16)10(3)13(17)5-4-11(15)6-14(12)18/h6,10,12-13,16-17H,1,4-5,7-8H2,2-3H3
• InChI Key: VXPARNCTMSWSHF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1172094-65-3
• 6-hydroxy-4a-(hydroxymethyl)-5-methyl-3-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• AKOS040736230
• NCGC00380448-01
• 6-Hydroxy-4a-(hydroxymethyl)-5-methyl-3-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5807	58.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8234	82.34%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6145	61.45%
BSEP inhibitior	-	0.8265	82.65%
P-glycoprotein inhibitior	-	0.9583	95.83%
P-glycoprotein substrate	-	0.7171	71.71%
CYP3A4 substrate	+	0.5774	57.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7141	71.41%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.8652	86.52%
CYP2C8 inhibition	-	0.9240	92.40%
CYP inhibitory promiscuity	-	0.8325	83.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6569	65.69%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8397	83.97%
Skin irritation	-	0.6357	63.57%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4896	48.96%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5133	51.33%
skin sensitisation	-	0.7305	73.05%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6525	65.25%
Acute Oral Toxicity (c)	III	0.7455	74.55%
Estrogen receptor binding	-	0.5543	55.43%
Androgen receptor binding	+	0.5589	55.89%
Thyroid receptor binding	-	0.6020	60.20%
Glucocorticoid receptor binding	-	0.4685	46.85%
Aromatase binding	-	0.5169	51.69%
PPAR gamma	-	0.8284	82.84%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.09%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.62%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.78%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.75%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	93.90%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.73%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.62%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.39%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60208893
• LOTUS: LTS0180765
• wikiData: Q105298661