(1S,2S,5S,6S,12S,13S,15R,16R)-5,15-dimethyl-3,11,14-trioxapentacyclo[7.6.1.02,6.012,16.013,15]hexadec-8-ene-4,10-dione

Details

• Internal ID: 2ec9e386-b9c0-4b9e-96f0-fb5afed709ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1S,2S,5S,6S,12S,13S,15R,16R)-5,15-dimethyl-3,11,14-trioxapentacyclo[7.6.1.02,6.012,16.013,15]hexadec-8-ene-4,10-dione
• InChI: InChI=1S/C15H16O5/c1-5-6-3-4-7-8-9(10(6)18-13(5)16)15(2)12(20-15)11(8)19-14(7)17/h4-6,8-12H,3H2,1-2H3/t5-,6-,8-,9-,10-,11-,12-,15+/m0/s1
• InChI Key: ULNHTFZRIIYBII-IMQDIPKASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.82
• 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	+	0.9885	98.85%
Caco-2	-	0.5255	52.55%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6411	64.11%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8799	87.99%
P-glycoprotein inhibitior	-	0.8263	82.63%
P-glycoprotein substrate	-	0.6829	68.29%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.7510	75.10%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.7741	77.41%
CYP2C8 inhibition	-	0.9033	90.33%
CYP inhibitory promiscuity	-	0.8451	84.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5242	52.42%
Eye corrosion	-	0.9574	95.74%
Eye irritation	-	0.8577	85.77%
Skin irritation	-	0.5380	53.80%
Skin corrosion	-	0.8107	81.07%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4295	42.95%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6915	69.15%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8234	82.34%
Acute Oral Toxicity (c)	III	0.3995	39.95%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	-	0.5962	59.62%
Glucocorticoid receptor binding	-	0.5987	59.87%
Aromatase binding	-	0.6714	67.14%
PPAR gamma	-	0.6463	64.63%
Honey bee toxicity	-	0.6669	66.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9412	94.12%

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	97.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.04%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.82%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.57%	86.00%

Plants that contains it

• Porella japonica

Cross-Links

• PubChem: 163050317
• LOTUS: LTS0239301
• wikiData: Q105275237