3-O-Methylallamcin

Details

• Internal ID: 78042d9c-063f-4362-94e5-e9f693d47a9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (11Z)-11-ethylidene-6-methoxy-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradec-2-en-12-one
• SMILES (Canonical): CC=C1C2C3(C=CC4C3C(O2)OC(C4)OC)OC1=O
• SMILES (Isomeric): C/C=C\1/C2C3(C=CC4C3C(O2)OC(C4)OC)OC1=O
• InChI: InChI=1S/C14H16O5/c1-3-8-11-14(19-12(8)15)5-4-7-6-9(16-2)17-13(18-11)10(7)14/h3-5,7,9-11,13H,6H2,1-2H3/b8-3-
• InChI Key: WZVNVBISBZZBTD-BAQGIRSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• WZVNVBISBZZBTD-BAQGIRSFSA-N
• (3Z)-3-Ethylidene-6-methoxy-3,3a,6,7,7a,9b-hexahydro-2H,4ah-1,4,5-trioxadicyclopenta[a,hi]inden-2-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.6421	64.21%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6525	65.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8232	82.32%
P-glycoprotein inhibitior	-	0.8897	88.97%
P-glycoprotein substrate	-	0.7498	74.98%
CYP3A4 substrate	+	0.6006	60.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.9737	97.37%
CYP2C19 inhibition	-	0.7962	79.62%
CYP2D6 inhibition	-	0.8965	89.65%
CYP1A2 inhibition	-	0.7253	72.53%
CYP2C8 inhibition	-	0.6561	65.61%
CYP inhibitory promiscuity	-	0.7336	73.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9576	95.76%
Eye irritation	-	0.7222	72.22%
Skin irritation	-	0.6379	63.79%
Skin corrosion	-	0.8961	89.61%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4905	49.05%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5543	55.43%
skin sensitisation	-	0.6920	69.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8130	81.30%
Acute Oral Toxicity (c)	III	0.4509	45.09%
Estrogen receptor binding	+	0.6753	67.53%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	-	0.4813	48.13%
Aromatase binding	-	0.4882	48.82%
PPAR gamma	+	0.5246	52.46%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7071	70.71%

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	96.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.42%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.97%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.61%	90.00%

Plants that contains it

• Allamanda schottii

Cross-Links

• PubChem: 5374090
• LOTUS: LTS0002575
• wikiData: Q105323571