(1R,4S,5R,8S,13R)-1,5-dimethyl-9-methylidene-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one

Details

• Internal ID: fb4a4202-c512-4bab-8282-e9ee345981d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4S,5R,8S,13R)-1,5-dimethyl-9-methylidene-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
• InChI: InChI=1S/C15H20O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13?,14-,15-/m1/s1
• InChI Key: IGEBZMMCKFUABB-WCNFYDPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.8575	85.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5367	53.67%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9099	90.99%
P-glycoprotein inhibitior	-	0.8278	82.78%
P-glycoprotein substrate	-	0.9135	91.35%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.7344	73.44%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	+	0.7861	78.61%
CYP2C8 inhibition	+	0.4791	47.91%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.6637	66.37%
Skin irritation	-	0.5774	57.74%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6526	65.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6536	65.36%
skin sensitisation	-	0.7377	73.77%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.4077	40.77%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7975	79.75%
Thyroid receptor binding	+	0.7074	70.74%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.5190	51.90%
PPAR gamma	+	0.7356	73.56%
Honey bee toxicity	-	0.7746	77.46%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.87%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.99%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.25%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.96%	91.11%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.81%	88.81%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.21%	93.03%

Plants that contains it

• Artemisia annua
• Artemisia carvifolia

Cross-Links

• PubChem: 11254484
• NPASS: NPC201202