[(1S,2S,4R,5S,6R,10R,11R,12S)-5,6-dihydroxy-4,8,12-trimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylbut-2-enoate

Details

• Internal ID: b8fddf9a-bab8-42cd-b00d-a797f7189ef4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1S,2S,4R,5S,6R,10R,11R,12S)-5,6-dihydroxy-4,8,12-trimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O7/c1-6-10(3)18(23)25-13-8-9(2)7-12(21)16(22)20(5)17(27-20)15-14(13)11(4)19(24)26-15/h6-7,11-17,21-22H,8H2,1-5H3/t11-,12+,13+,14+,15-,16-,17-,20+/m0/s1
• InChI Key: NJLPUPGLCFTKPE-NFGOWSLESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9033	90.33%
Caco-2	-	0.5387	53.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6137	61.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5798	57.98%
P-glycoprotein inhibitior	-	0.5851	58.51%
P-glycoprotein substrate	-	0.5886	58.86%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8934	89.34%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.8198	81.98%
CYP2C19 inhibition	-	0.8174	81.74%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.7220	72.20%
CYP2C8 inhibition	-	0.8314	83.14%
CYP inhibitory promiscuity	-	0.8903	89.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Danger	0.4549	45.49%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9469	94.69%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.8986	89.86%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4783	47.83%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7522	75.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7944	79.44%
Acute Oral Toxicity (c)	III	0.3968	39.68%
Estrogen receptor binding	+	0.6583	65.83%
Androgen receptor binding	+	0.5358	53.58%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6218	62.18%
PPAR gamma	-	0.4943	49.43%
Honey bee toxicity	-	0.5805	58.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8929	89.29%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.00%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.71%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.52%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.44%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.28%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%

Plants that contains it

• Eupatorium perfoliatum

Cross-Links

• PubChem: 162881706
• LOTUS: LTS0257466
• wikiData: Q105180186