[(1R,2S,4R,8S,9R,11R,12R)-12-hydroxy-1-methoxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl] 2-methylpropanoate

Details

• Internal ID: 2b393036-b839-471f-8dd8-fe38ba8d5d3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2S,4R,8S,9R,11R,12R)-12-hydroxy-1-methoxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC2C(C(CC3(C(CC1(O3)OC)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@@H]([C@@H](C[C@@]3([C@@H](C[C@]1(O3)OC)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C20H30O7/c1-10(2)17(22)26-14-8-19(5)15(21)9-20(24-6,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h10-11,13-16,21H,4,7-9H2,1-3,5-6H3/t11-,13+,14+,15+,16-,19+,20+/m0/s1
• InChI Key: AVXAARZBLHNGJR-YOZCMEIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.19915329 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5425	54.25%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6333	63.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.8004	80.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.6302	63.02%
P-glycoprotein substrate	-	0.5938	59.38%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	+	0.5658	56.58%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.7732	77.32%
CYP2C8 inhibition	-	0.6037	60.37%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5153	51.53%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5225	52.25%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7422	74.22%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6618	66.18%
Acute Oral Toxicity (c)	II	0.3203	32.03%
Estrogen receptor binding	+	0.8972	89.72%
Androgen receptor binding	+	0.6077	60.77%
Thyroid receptor binding	+	0.7087	70.87%
Glucocorticoid receptor binding	+	0.7880	78.80%
Aromatase binding	+	0.7585	75.85%
PPAR gamma	+	0.7347	73.47%
Honey bee toxicity	-	0.6269	62.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.69%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.16%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	90.87%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.67%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.03%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.95%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.84%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.77%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.33%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.46%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.25%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.71%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.70%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	81.35%	98.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Tithonia diversifolia

Cross-Links

• PubChem: 23582986
• LOTUS: LTS0132143
• wikiData: Q104919883