(1S,3E,5R,9S)-3-methyl-8,12-dimethylidene-6,18-dioxatricyclo[14.2.1.05,9]nonadeca-3,16(19)-diene-7,13,17-trione

Details

• Internal ID: e99a2831-8ea6-4cf5-886b-83024560671a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3E,5R,9S)-3-methyl-8,12-dimethylidene-6,18-dioxatricyclo[14.2.1.05,9]nonadeca-3,16(19)-diene-7,13,17-trione
• InChI: InChI=1S/C20H22O5/c1-11-8-15-10-14(20(23)24-15)5-7-17(21)12(2)4-6-16-13(3)19(22)25-18(16)9-11/h9-10,15-16,18H,2-8H2,1H3/b11-9+/t15-,16-,18+/m0/s1
• InChI Key: APHXKGJLXYAQHZ-XLJJWPCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL513190

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	-	0.5394	53.94%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5418	54.18%
P-glycoprotein inhibitior	-	0.5264	52.64%
P-glycoprotein substrate	-	0.8546	85.46%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8915	89.15%
CYP3A4 inhibition	-	0.8704	87.04%
CYP2C9 inhibition	-	0.8822	88.22%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	+	0.5552	55.52%
CYP2C8 inhibition	-	0.6408	64.08%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5495	54.95%
Eye corrosion	-	0.8672	86.72%
Eye irritation	-	0.7879	78.79%
Skin irritation	-	0.6395	63.95%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4025	40.25%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7410	74.10%
skin sensitisation	-	0.6808	68.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5287	52.87%
Acute Oral Toxicity (c)	III	0.5879	58.79%
Estrogen receptor binding	+	0.5355	53.55%
Androgen receptor binding	+	0.5511	55.11%
Thyroid receptor binding	-	0.5644	56.44%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	-	0.5244	52.44%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7495	74.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.00%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.86%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.50%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Anisomeles indica

Cross-Links

• PubChem: 24970922
• NPASS: NPC173609
• ChEMBL: CHEMBL513190