2-methoxy-3,5-dimethyl-6-[(1R,6S)-1,3,5-trimethyl-6-[(E,4R)-4-methyl-5-oxohept-2-en-2-yl]cyclohexa-2,4-dien-1-yl]pyran-4-one

Details

• Internal ID: bff31d62-2269-415d-8d9c-33c612b1a55c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-methoxy-3,5-dimethyl-6-[(1R,6S)-1,3,5-trimethyl-6-[(E,4R)-4-methyl-5-oxohept-2-en-2-yl]cyclohexa-2,4-dien-1-yl]pyran-4-one
• InChI: InChI=1S/C25H34O4/c1-10-20(26)15(3)12-17(5)21-16(4)11-14(2)13-25(21,8)23-18(6)22(27)19(7)24(28-9)29-23/h11-13,15,21H,10H2,1-9H3/b17-12+/t15-,21-,25-/m1/s1
• InChI Key: VMPBWHTWVYLGEU-ILIXIYHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.5254	52.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8160	81.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8241	82.41%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9168	91.68%
P-glycoprotein inhibitior	+	0.7958	79.58%
P-glycoprotein substrate	-	0.5094	50.94%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.6644	66.44%
CYP2C19 inhibition	+	0.8075	80.75%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.6595	65.95%
CYP2C8 inhibition	+	0.5871	58.71%
CYP inhibitory promiscuity	+	0.8472	84.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8431	84.31%
Carcinogenicity (trinary)	Non-required	0.6147	61.47%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8704	87.04%
Skin irritation	-	0.7914	79.14%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3851	38.51%
Micronuclear	+	0.5118	51.18%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.7978	79.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6654	66.54%
Acute Oral Toxicity (c)	III	0.6092	60.92%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.5794	57.94%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	+	0.6239	62.39%
PPAR gamma	+	0.8206	82.06%
Honey bee toxicity	-	0.7343	73.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	96.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.63%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.46%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.89%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.72%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21771623
• LOTUS: LTS0092019
• wikiData: Q105289140