[(1R,2Z,4R,8R,9R,11R)-1-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-2-en-9-yl] 2-methylpropanoate

Details

• Internal ID: 2c3f17bf-45e1-45e7-93bb-f7b79ab10d95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,2Z,4R,8R,9R,11R)-1-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-2-en-9-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1CC2(CCC(O2)(C(=CC3C1C(=C)C(=O)O3)CO)O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1C[C@]2(CC[C@@](O2)(/C(=C\[C@@H]3[C@@H]1C(=C)C(=O)O3)/CO)O)C
• InChI: InChI=1S/C19H26O7/c1-10(2)16(21)25-14-8-18(4)5-6-19(23,26-18)12(9-20)7-13-15(14)11(3)17(22)24-13/h7,10,13-15,20,23H,3,5-6,8-9H2,1-2,4H3/b12-7-/t13-,14-,15+,18-,19-/m1/s1
• InChI Key: SSPTWKWBHXIOBY-JCYRDZOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.16785316 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.23
• 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	+	0.9482	94.82%
Caco-2	+	0.5389	53.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.6114	61.14%
BSEP inhibitior	-	0.7568	75.68%
P-glycoprotein inhibitior	-	0.6865	68.65%
P-glycoprotein substrate	-	0.7278	72.78%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.5366	53.66%
CYP2C9 inhibition	-	0.6641	66.41%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.7479	74.79%
CYP inhibitory promiscuity	-	0.8969	89.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5503	55.03%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.5345	53.45%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4415	44.15%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.4417	44.17%
Estrogen receptor binding	+	0.7684	76.84%
Androgen receptor binding	+	0.5800	58.00%
Thyroid receptor binding	+	0.6259	62.59%
Glucocorticoid receptor binding	+	0.7635	76.35%
Aromatase binding	+	0.5324	53.24%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.37%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	90.68%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.76%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	87.16%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.17%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.81%	95.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.57%	85.30%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.65%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.58%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.54%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.37%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%

Plants that contains it

• Heliomeris longifolia

Cross-Links

• PubChem: 163008158
• LOTUS: LTS0015350
• wikiData: Q105259822