Acremostrictin

Details

• Internal ID: e573c605-7972-48b3-89f4-e50840190c15
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2S,6S,8S,11R)-1,2-dihydroxy-4,8,11-trimethyl-9-oxatricyclo[6.2.1.02,6]undec-4-ene-3,10-dione
• SMILES (Canonical): CC1C2(CC3C=C(C(=O)C3(C1(C(=O)O2)O)O)C)C
• SMILES (Isomeric): C[C@H]1[C@@]2(C[C@H]3C=C(C(=O)[C@]3([C@]1(C(=O)O2)O)O)C)C
• InChI: InChI=1S/C13H16O5/c1-6-4-8-5-11(3)7(2)12(16,10(15)18-11)13(8,17)9(6)14/h4,7-8,16-17H,5H2,1-3H3/t7-,8+,11-,12-,13+/m0/s1
• InChI Key: NPMJPMBCGOWCAJ-FYTYDNSOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Rel-Acremostrictin
• CHEMBL1950958

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	+	0.5541	55.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6127	61.27%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9204	92.04%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.7432	74.32%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.7958	79.58%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.6297	62.97%
CYP2C8 inhibition	-	0.9137	91.37%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8265	82.65%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.8451	84.51%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7503	75.03%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7118	71.18%
skin sensitisation	-	0.7575	75.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	III	0.3567	35.67%
Estrogen receptor binding	+	0.6166	61.66%
Androgen receptor binding	+	0.5786	57.86%
Thyroid receptor binding	-	0.5978	59.78%
Glucocorticoid receptor binding	-	0.7519	75.19%
Aromatase binding	-	0.7257	72.57%
PPAR gamma	-	0.7213	72.13%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9724	97.24%

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	93.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.53%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.95%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.85%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.51%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.29%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56925681
• LOTUS: LTS0182839
• wikiData: Q77509318