1-[(1S,5E,9R,10R)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]pentane-1,4-dione

Details

• Internal ID: 84b0ff0f-d389-402d-996c-8c421047799c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[(1S,5E,9R,10R)-6,10-dimethyl-2-methylidene-10-bicyclo[7.2.0]undec-5-enyl]pentane-1,4-dione
• InChI: InChI=1S/C19H28O2/c1-13-6-5-7-14(2)16-12-19(4,17(16)10-8-13)18(21)11-9-15(3)20/h6,16-17H,2,5,7-12H2,1,3-4H3/b13-6+/t16-,17-,19-/m1/s1
• InChI Key: XIQQUONIYVMCKG-RGVSSCMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7230	72.30%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4085	40.85%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9015	90.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7339	73.39%
P-glycoprotein inhibitior	-	0.6170	61.70%
P-glycoprotein substrate	-	0.8304	83.04%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	-	0.7090	70.90%
CYP2C19 inhibition	-	0.6360	63.60%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.5311	53.11%
CYP2C8 inhibition	+	0.4578	45.78%
CYP inhibitory promiscuity	-	0.8481	84.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.8913	89.13%
Eye irritation	-	0.8350	83.50%
Skin irritation	+	0.5652	56.52%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.7843	78.43%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6075	60.75%
Acute Oral Toxicity (c)	III	0.8566	85.66%
Estrogen receptor binding	-	0.5729	57.29%
Androgen receptor binding	-	0.5364	53.64%
Thyroid receptor binding	-	0.6353	63.53%
Glucocorticoid receptor binding	+	0.7406	74.06%
Aromatase binding	-	0.5965	59.65%
PPAR gamma	-	0.5211	52.11%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9736	97.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.59%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.15%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.03%	91.24%
CHEMBL4208	P20618	Proteasome component C5	81.46%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162947283
• LOTUS: LTS0054885
• wikiData: Q105328679