Brefeldin C

Details

• Internal ID: 73246a9b-58ab-4810-a748-29b14131eb70
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2R,3Z,7S,11Z,13S)-2-hydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
• InChI: InChI=1S/C16H24O3/c1-12-6-3-2-4-7-13-8-5-9-14(13)15(17)10-11-16(18)19-12/h4,7,10-15,17H,2-3,5-6,8-9H2,1H3/b7-4-,11-10-/t12-,13+,14+,15+/m0/s1
• InChI Key: DDFOHHVPBOQQDW-QHGHZAPRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 73899-78-2
• (1R,2R,3Z,7S,11Z,13S)-2-hydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
• 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1-hydroxy-6-methyl-, (1R-(1R*,2E,6S*,10E,11aS*,14aR*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6492	64.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.4647	46.47%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6283	62.83%
P-glycoprotein inhibitior	-	0.9263	92.63%
P-glycoprotein substrate	-	0.8819	88.19%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9679	96.79%
CYP1A2 inhibition	+	0.6746	67.46%
CYP2C8 inhibition	-	0.9494	94.94%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.8454	84.54%
Eye irritation	-	0.9691	96.91%
Skin irritation	+	0.5842	58.42%
Skin corrosion	-	0.8917	89.17%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5545	55.45%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.6299	62.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5497	54.97%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4829	48.29%
Acute Oral Toxicity (c)	III	0.5816	58.16%
Estrogen receptor binding	-	0.7048	70.48%
Androgen receptor binding	-	0.7308	73.08%
Thyroid receptor binding	-	0.6128	61.28%
Glucocorticoid receptor binding	+	0.6777	67.77%
Aromatase binding	-	0.8034	80.34%
PPAR gamma	-	0.5061	50.61%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	92.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.53%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.30%	97.25%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.42%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.78%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.77%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	81.93%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.37%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6439287
• LOTUS: LTS0103488
• wikiData: Q104976313