(1R,5S,8R)-1,3,5-trimethyl-2,8-bis[(3E,5E)-2-oxohepta-3,5-dienyl]-6-oxabicyclo[3.2.1]oct-2-ene-4,7-dione

Details

• Internal ID: 63ba38be-eb36-4085-888d-334a6971162b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5S,8R)-1,3,5-trimethyl-2,8-bis[(3E,5E)-2-oxohepta-3,5-dienyl]-6-oxabicyclo[3.2.1]oct-2-ene-4,7-dione
• InChI: InChI=1S/C24H28O5/c1-6-8-10-12-17(25)14-19-16(3)21(27)24(5)20(23(19,4)22(28)29-24)15-18(26)13-11-9-7-2/h6-13,20H,14-15H2,1-5H3/b8-6+,9-7+,12-10+,13-11+/t20-,23+,24+/m1/s1
• InChI Key: MQYHPTFEDLOBGS-KZMAUMFRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.19367399 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.5667	56.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6944	69.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9043	90.43%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	-	0.8090	80.90%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9056	90.56%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.9485	94.85%
CYP2C19 inhibition	-	0.8655	86.55%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	-	0.7107	71.07%
CYP inhibitory promiscuity	-	0.8600	86.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8417	84.17%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.5525	55.25%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8222	82.22%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.5776	57.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5751	57.51%
Acute Oral Toxicity (c)	III	0.6024	60.24%
Estrogen receptor binding	+	0.5923	59.23%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	+	0.5814	58.14%
Aromatase binding	-	0.5576	55.76%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	93.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.57%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.99%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.09%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.79%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.48%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11795046
• LOTUS: LTS0117700
• wikiData: Q105170334