[(1R,2S,5S,8S,9R)-2,5,9-trimethyl-3-tricyclo[6.3.0.01,5]undec-3-enyl]methyl acetate

Details

• Internal ID: 3df42dd4-ea55-4fc9-9f73-fcd2356af56d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: [(1R,2S,5S,8S,9R)-2,5,9-trimethyl-3-tricyclo[6.3.0.01,5]undec-3-enyl]methyl acetate
• SMILES (Canonical): CC1CCC23C1CCC2(C=C(C3C)COC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]23[C@H]1CC[C@]2(C=C([C@H]3C)COC(=O)C)C
• InChI: InChI=1S/C17H26O2/c1-11-5-8-17-12(2)14(10-19-13(3)18)9-16(17,4)7-6-15(11)17/h9,11-12,15H,5-8,10H2,1-4H3/t11-,12-,15+,16+,17+/m1/s1
• InChI Key: DBFAFFLIAHUBBF-XYFLEOOXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4392	43.92%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.8124	81.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4524	45.24%
P-glycoprotein inhibitior	-	0.8419	84.19%
P-glycoprotein substrate	-	0.7615	76.15%
CYP3A4 substrate	+	0.6611	66.11%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8878	88.78%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.6824	68.24%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.7110	71.10%
CYP2C8 inhibition	+	0.4683	46.83%
CYP inhibitory promiscuity	-	0.6672	66.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4801	48.01%
Eye corrosion	-	0.9233	92.33%
Eye irritation	-	0.7804	78.04%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.9883	98.83%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6506	65.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	+	0.5326	53.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5924	59.24%
Acute Oral Toxicity (c)	III	0.7449	74.49%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7311	73.11%
Thyroid receptor binding	+	0.5227	52.27%
Glucocorticoid receptor binding	+	0.5813	58.13%
Aromatase binding	-	0.6462	64.62%
PPAR gamma	+	0.5245	52.45%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.43%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%

Plants that contains it

• Filago congesta

Cross-Links

• PubChem: 11043584
• LOTUS: LTS0268887
• wikiData: Q104974336