9beta-Acetoxy-3,4,8-trimethyltricyclo[6.3.1.0(1,5)]dodec-3-ene

Details

• Internal ID: 80a03e34-888e-48a2-8a75-abd1dd1c7635
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (3,4,8-trimethyl-9-tricyclo[6.3.1.01,5]dodec-3-enyl) acetate
• SMILES (Canonical): CC1=C(C2CCC3(CC2(C1)CCC3OC(=O)C)C)C
• SMILES (Isomeric): CC1=C(C2CCC3(CC2(C1)CCC3OC(=O)C)C)C
• InChI: InChI=1S/C17H26O2/c1-11-9-17-8-6-15(19-13(3)18)16(4,10-17)7-5-14(17)12(11)2/h14-15H,5-10H2,1-4H3
• InChI Key: YCZYPEGNVBGVQK-UHFFFAOYSA-N
• Popularity: 0 references 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: 3.20
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 9.beta.-Acetoxy-3,4,8-trimethyltricyclo[6.3.1.0(1,5)]dodec-3-ene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8889	88.89%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5980	59.80%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5722	57.22%
P-glycoprotein inhibitior	-	0.7967	79.67%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	-	0.9320	93.20%
CYP2C19 inhibition	+	0.6603	66.03%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8530	85.30%
CYP2C8 inhibition	-	0.8538	85.38%
CYP inhibitory promiscuity	-	0.8134	81.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Warning	0.5028	50.28%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.7750	77.50%
Skin irritation	+	0.6278	62.78%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5800	58.00%
skin sensitisation	+	0.5991	59.91%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4691	46.91%
Acute Oral Toxicity (c)	III	0.8372	83.72%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	+	0.5715	57.15%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	-	0.5298	52.98%
Aromatase binding	-	0.4891	48.91%
PPAR gamma	+	0.5529	55.29%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	96.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.11%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.44%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.99%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.43%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.30%	97.09%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 595275
• NPASS: NPC154233