Acaulone A

Details

• Internal ID: 07c78b6b-7bb1-4b19-8e41-accc4759ad14
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,5R,6S,9R,14S)-5-hydroxy-6,14-dimethyl-9-[(E)-2-oxopent-3-enyl]-1,7-dioxacyclotetradec-3-ene-2,8,11-trione
• InChI: InChI=1S/C19H26O7/c1-4-5-15(20)10-14-11-16(21)7-6-12(2)25-18(23)9-8-17(22)13(3)26-19(14)24/h4-5,8-9,12-14,17,22H,6-7,10-11H2,1-3H3/b5-4+,9-8+/t12-,13-,14-,17+/m0/s1
• InChI Key: LRAXUQXIMIPJFQ-VLHNBJBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.16785316 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9390	93.90%
Caco-2	+	0.5128	51.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5840	58.40%
P-glycoprotein inhibitior	-	0.5817	58.17%
P-glycoprotein substrate	-	0.5730	57.30%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9024	90.24%
CYP3A4 inhibition	-	0.7250	72.50%
CYP2C9 inhibition	-	0.9503	95.03%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.7764	77.64%
CYP2C8 inhibition	-	0.8373	83.73%
CYP inhibitory promiscuity	-	0.9869	98.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9608	96.08%
Eye irritation	-	0.9713	97.13%
Skin irritation	-	0.5902	59.02%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5231	52.31%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.7727	77.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6772	67.72%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7708	77.08%
Acute Oral Toxicity (c)	III	0.6606	66.06%
Estrogen receptor binding	+	0.5761	57.61%
Androgen receptor binding	-	0.5969	59.69%
Thyroid receptor binding	-	0.7319	73.19%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	-	0.7888	78.88%
PPAR gamma	-	0.7752	77.52%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9484	94.84%

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	93.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.21%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.48%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.51%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.39%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.21%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591122
• LOTUS: LTS0077565
• wikiData: Q105156033