(1R,4R,6S,8R,10S,11Z,14S)-11-ethylidene-6-hydroxy-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradec-2-en-12-one

Details

• Internal ID: fe35fa2a-313b-4a43-a4b1-a652e0b879be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4R,6S,8R,10S,11Z,14S)-11-ethylidene-6-hydroxy-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradec-2-en-12-one
• SMILES (Canonical): CC=C1C2C3(C=CC4C3C(O2)OC(C4)O)OC1=O
• SMILES (Isomeric): C/C=C\1/[C@H]2[C@]3(C=C[C@@H]4[C@@H]3[C@H](O2)O[C@@H](C4)O)OC1=O
• InChI: InChI=1S/C13H14O5/c1-2-7-10-13(18-11(7)15)4-3-6-5-8(14)16-12(17-10)9(6)13/h2-4,6,8-10,12,14H,5H2,1H3/b7-2-/t6-,8-,9+,10-,12-,13+/m0/s1
• InChI Key: DWWKELQVGKIHDR-JODXIQORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.5932	59.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6870	68.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.9499	94.99%
P-glycoprotein substrate	-	0.7842	78.42%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	-	0.9624	96.24%
CYP2C19 inhibition	-	0.9219	92.19%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8833	88.33%
CYP2C8 inhibition	-	0.7897	78.97%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.3711	37.11%
Eye corrosion	-	0.9543	95.43%
Eye irritation	-	0.9249	92.49%
Skin irritation	+	0.5112	51.12%
Skin corrosion	-	0.8354	83.54%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7133	71.33%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.6963	69.63%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7702	77.02%
Acute Oral Toxicity (c)	III	0.4093	40.93%
Estrogen receptor binding	+	0.5294	52.94%
Androgen receptor binding	-	0.5109	51.09%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	-	0.6214	62.14%
Aromatase binding	-	0.6303	63.03%
PPAR gamma	-	0.5671	56.71%
Honey bee toxicity	-	0.8592	85.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.5639	56.39%

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	97.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.03%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.01%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.05%	94.75%

Plants that contains it

• Allamanda cathartica

Cross-Links

• PubChem: 162867858
• LOTUS: LTS0028153
• wikiData: Q104990807