2-[(1S,4S,5R,6S)-4-[(E)-but-2-en-2-yl]-1,3,6-trimethyl-6-bicyclo[3.1.0]hex-2-enyl]-6-methoxy-3,5-dimethylpyran-4-one

Details

• Internal ID: ce9a927b-2d4f-4478-906b-ee3099d073c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-[(1S,4S,5R,6S)-4-[(E)-but-2-en-2-yl]-1,3,6-trimethyl-6-bicyclo[3.1.0]hex-2-enyl]-6-methoxy-3,5-dimethylpyran-4-one
• InChI: InChI=1S/C21H28O3/c1-9-11(2)15-12(3)10-20(6)17(15)21(20,7)18-13(4)16(22)14(5)19(23-8)24-18/h9-10,15,17H,1-8H3/b11-9+/t15-,17+,20-,21+/m0/s1
• InChI Key: OKDKLSPNJQEUHT-BNVNDGBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL512708

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8257	82.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6460	64.60%
P-glycoprotein inhibitior	+	0.6126	61.26%
P-glycoprotein substrate	-	0.7536	75.36%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8072	80.72%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.5104	51.04%
CYP2C19 inhibition	+	0.9354	93.54%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	+	0.6021	60.21%
CYP2C8 inhibition	-	0.7054	70.54%
CYP inhibitory promiscuity	+	0.9016	90.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Danger	0.4362	43.62%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.7886	78.86%
Skin irritation	-	0.7111	71.11%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8175	81.75%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7672	76.72%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4867	48.67%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.6333	63.33%
Thyroid receptor binding	+	0.7521	75.21%
Glucocorticoid receptor binding	-	0.5155	51.55%
Aromatase binding	+	0.7078	70.78%
PPAR gamma	+	0.8391	83.91%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	95.32%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.18%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.36%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.16%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.73%	96.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.29%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9973799
• LOTUS: LTS0273879
• wikiData: Q105193483