4-(2-Hydroxypropan-2-yl)-9-methyl-8-(2-methylbutanoyl)-1,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione

Details

• Internal ID: 2c0ac043-d513-4ea7-869f-74bb08573143
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 4-(2-hydroxypropan-2-yl)-9-methyl-8-(2-methylbutanoyl)-1,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione
• SMILES (Canonical): CCC(C)C(=O)C12C(=O)C3=C(C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)OC(C3)C(C)(C)O
• SMILES (Isomeric): CCC(C)C(=O)C12C(=O)C3=C(C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)OC(C3)C(C)(C)O
• InChI: InChI=1S/C36H54O5/c1-12-25(8)29(37)36-30(38)27-20-28(33(9,10)40)41-31(27)35(32(36)39,19-17-24(6)7)21-26(16-15-23(4)5)34(36,11)18-13-14-22(2)3/h14-15,17,25-26,28,40H,12-13,16,18-21H2,1-11H3
• InChI Key: XVCBTZARYCTEAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄O₅
• Molecular Weight: 566.80 g/mol
• Exact Mass: 566.39712482 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 8.03
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.6048	60.48%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7542	75.42%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	+	0.9014	90.14%
P-glycoprotein inhibitior	+	0.6196	61.96%
P-glycoprotein substrate	+	0.5835	58.35%
CYP3A4 substrate	+	0.6643	66.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.5155	51.55%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	-	0.8210	82.10%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.7938	79.38%
CYP2C8 inhibition	-	0.5598	55.98%
CYP inhibitory promiscuity	-	0.7871	78.71%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5554	55.54%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9009	90.09%
Skin irritation	+	0.5515	55.15%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3609	36.09%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7816	78.16%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4734	47.34%
Acute Oral Toxicity (c)	III	0.5082	50.82%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.6396	63.96%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.7768	77.68%
Aromatase binding	+	0.7248	72.48%
PPAR gamma	+	0.6640	66.40%
Honey bee toxicity	-	0.8162	81.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.97%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.75%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.97%	89.34%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.31%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.15%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.81%	96.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.57%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.50%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.11%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.99%	93.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.90%	95.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.13%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.64%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.42%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.42%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 162902399
• LOTUS: LTS0263628
• wikiData: Q105342782