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

Details

• Internal ID: 29ca0599-e075-454f-92da-b7b639821b1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1R,3S,10R,11R,14R)-14-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradeca-6,12-dien-8-one
• InChI: InChI=1S/C15H18O4/c1-7-6-10(16)15-11(7)12-9(8(2)13(17)18-12)4-5-14(15,3)19-15/h6,10-12,16H,4-5H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1
• InChI Key: LSXMHNJGHRDFGB-MUGBGTHKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• 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	+	0.9750	97.50%
Caco-2	+	0.7383	73.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5816	58.16%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8452	84.52%
P-glycoprotein inhibitior	-	0.9046	90.46%
P-glycoprotein substrate	-	0.8519	85.19%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	0.8073	80.73%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.8141	81.41%
CYP2C19 inhibition	-	0.8280	82.80%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	+	0.7077	70.77%
CYP2C8 inhibition	-	0.8522	85.22%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4314	43.14%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7970	79.70%
Skin irritation	+	0.5166	51.66%
Skin corrosion	-	0.8284	82.84%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6376	63.76%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6461	64.61%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4595	45.95%
Acute Oral Toxicity (c)	III	0.4254	42.54%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	-	0.4913	49.13%
Aromatase binding	-	0.6460	64.60%
PPAR gamma	+	0.7545	75.45%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8583	85.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.66%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.96%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.46%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.30%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162969140
• LOTUS: LTS0154023
• wikiData: Q105156823