(1R,3S,5S,10S,11S)-5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradeca-6,12-diene-8,14-dione

Details

• Internal ID: 2cae9ba8-4ada-4cc6-b94f-2ee3a4f6cef5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1R,3S,5S,10S,11S)-5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradeca-6,12-diene-8,14-dione
• InChI: InChI=1S/C15H16O5/c1-6-4-9(17)15-11(6)12-10(7(2)13(18)19-12)8(16)5-14(15,3)20-15/h4,8,11-12,16H,5H2,1-3H3/t8-,11-,12+,14-,15+/m0/s1
• InChI Key: RDCQKTDFVBOKPF-BJWJNCAASA-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): 76.10 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.4946	49.46%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7947	79.47%
P-glycoprotein inhibitior	-	0.8870	88.70%
P-glycoprotein substrate	-	0.8387	83.87%
CYP3A4 substrate	+	0.6137	61.37%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.7376	73.76%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.7832	78.32%
CYP2C8 inhibition	-	0.8943	89.43%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4881	48.81%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.5863	58.63%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.8674	86.74%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6534	65.34%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5080	50.80%
skin sensitisation	-	0.7154	71.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.4128	41.28%
Estrogen receptor binding	+	0.5779	57.79%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.6214	62.14%
Aromatase binding	-	0.6533	65.33%
PPAR gamma	-	0.5573	55.73%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8201	82.01%

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	93.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.56%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.97%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.66%	97.14%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.11%	94.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101673509
• LOTUS: LTS0001806
• wikiData: Q105234148