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

Details

• Internal ID: 8a5b43f7-c9ba-4df7-a630-46424210b906
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2S,4R,8S,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl] (2S)-2-methylbutanoate
• InChI: InChI=1S/C20H30O7/c1-6-10(2)17(22)26-14-8-19(5)15(21)9-20(24,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h10-11,13-16,21,24H,4,6-9H2,1-3,5H3/t10-,11-,13+,14+,15-,16-,19+,20+/m0/s1
• InChI Key: CSYYHGVTSAUQEW-VXWCNMNNSA-N
• Popularity: 2 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): 102.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	+	0.5243	52.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7994	79.94%
P-glycoprotein inhibitior	-	0.6421	64.21%
P-glycoprotein substrate	-	0.5722	57.22%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	+	0.6599	65.99%
CYP2C9 inhibition	-	0.7598	75.98%
CYP2C19 inhibition	-	0.7300	73.00%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.7929	79.29%
CYP2C8 inhibition	-	0.5935	59.35%
CYP inhibitory promiscuity	-	0.8824	88.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5204	52.04%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9434	94.34%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3915	39.15%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7142	71.42%
skin sensitisation	-	0.8281	82.81%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6208	62.08%
Acute Oral Toxicity (c)	II	0.3847	38.47%
Estrogen receptor binding	+	0.9112	91.12%
Androgen receptor binding	+	0.6075	60.75%
Thyroid receptor binding	+	0.6377	63.77%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	+	0.6640	66.40%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	99.04%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	96.43%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	94.60%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.37%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	87.38%	98.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.95%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.11%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.64%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.77%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.73%	96.47%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.72%	96.37%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.41%	95.50%
CHEMBL4072	P07858	Cathepsin B	82.36%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.09%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.02%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.44%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.04%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.21%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.21%	85.14%

Plants that contains it

• Aldama atacamensis

Cross-Links

• PubChem: 162964879
• LOTUS: LTS0016446
• wikiData: Q104969648