[(1R,2R,4S,7E,10R,11S)-11-hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylprop-2-enoate

Details

• Internal ID: 11546161-add8-49e4-a803-cc9a80797560
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2R,4S,7E,10R,11S)-11-hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H24O6/c1-10(2)16(20)23-13-9-11(3)7-6-8-18(5)14(25-18)15-19(13,22)12(4)17(21)24-15/h7,13-15,22H,1,4,6,8-9H2,2-3,5H3/b11-7+/t13-,14-,15-,18+,19+/m1/s1
• InChI Key: JEPURWWNJXDOIJ-XIEBBGBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.6093	60.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7035	70.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.8219	82.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.8580	85.80%
P-glycoprotein inhibitior	-	0.6411	64.11%
P-glycoprotein substrate	-	0.7374	73.74%
CYP3A4 substrate	+	0.6553	65.53%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.6077	60.77%
CYP2C9 inhibition	-	0.7589	75.89%
CYP2C19 inhibition	-	0.8406	84.06%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	+	0.6297	62.97%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.7754	77.54%
Skin irritation	-	0.5201	52.01%
Skin corrosion	-	0.8927	89.27%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6949	69.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.7950	79.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8127	81.27%
Acute Oral Toxicity (c)	III	0.4297	42.97%
Estrogen receptor binding	+	0.6027	60.27%
Androgen receptor binding	+	0.5566	55.66%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	+	0.6681	66.81%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9883	98.83%

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	97.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.20%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.12%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.27%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.57%	94.00%
CHEMBL5028	O14672	ADAM10	82.27%	97.50%
CHEMBL2581	P07339	Cathepsin D	82.05%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.20%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Montanoa tomentosa

Cross-Links

• PubChem: 162894871
• LOTUS: LTS0272485
• wikiData: Q105126336