(1R,6R,9S,10R,12R)-12-ethenyl-9-hydroxy-1,7,7,12-tetramethyl-5-oxatricyclo[8.4.0.02,6]tetradec-2-en-4-one

Details

• Internal ID: 69699bce-7836-4733-9202-e8f7f8baa23d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,6R,9S,10R,12R)-12-ethenyl-9-hydroxy-1,7,7,12-tetramethyl-5-oxatricyclo[8.4.0.02,6]tetradec-2-en-4-one
• InChI: InChI=1S/C19H28O3/c1-6-18(4)7-8-19(5)12-9-15(21)22-16(12)17(2,3)11-14(20)13(19)10-18/h6,9,13-14,16,20H,1,7-8,10-11H2,2-5H3/t13-,14-,16-,18+,19-/m0/s1
• InChI Key: IJNNVZQLPKGNLI-FUUSMOTLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6922	69.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8785	87.85%
P-glycoprotein inhibitior	-	0.8392	83.92%
P-glycoprotein substrate	-	0.8500	85.00%
CYP3A4 substrate	+	0.6383	63.83%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.7838	78.38%
CYP2C9 inhibition	-	0.6902	69.02%
CYP2C19 inhibition	-	0.6501	65.01%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.5907	59.07%
CYP2C8 inhibition	-	0.6637	66.37%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9646	96.46%
Skin irritation	+	0.5089	50.89%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7938	79.38%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5131	51.31%
skin sensitisation	-	0.6161	61.61%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4551	45.51%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	+	0.5701	57.01%
Thyroid receptor binding	+	0.5252	52.52%
Glucocorticoid receptor binding	+	0.8089	80.89%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	-	0.6249	62.49%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	95.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.00%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.46%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.73%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.55%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.52%	93.40%
CHEMBL1871	P10275	Androgen Receptor	80.18%	96.43%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 90670336
• NPASS: NPC471796
• ChEMBL: CHEMBL3234213
• LOTUS: LTS0154539
• wikiData: Q105114022