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

Details

• Internal ID: ea3c8c2f-cb0f-4926-9dc5-fc65ac407dee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 4-(2-hydroxypropan-2-yl)-9-methyl-1,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-8-(2-methylpropanoyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione
• SMILES (Canonical): CC(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): CC(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/C35H52O5/c1-21(2)13-12-17-33(11)25(15-14-22(3)4)20-34(18-16-23(5)6)30-26(19-27(40-30)32(9,10)39)29(37)35(33,31(34)38)28(36)24(7)8/h13-14,16,24-25,27,39H,12,15,17-20H2,1-11H3
• InChI Key: MGDKDTTZQJLKED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₅
• Molecular Weight: 552.80 g/mol
• Exact Mass: 552.38147475 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.5803	58.03%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.8205	82.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5654	56.54%
BSEP inhibitior	+	0.8537	85.37%
P-glycoprotein inhibitior	+	0.6250	62.50%
P-glycoprotein substrate	+	0.5173	51.73%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.6606	66.06%
CYP2C9 inhibition	-	0.7916	79.16%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.7758	77.58%
CYP2C8 inhibition	-	0.6565	65.65%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9000	90.00%
Skin irritation	+	0.5486	54.86%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3672	36.72%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7775	77.75%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6556	65.56%
Acute Oral Toxicity (c)	III	0.4793	47.93%
Estrogen receptor binding	+	0.7741	77.41%
Androgen receptor binding	+	0.6257	62.57%
Thyroid receptor binding	+	0.6655	66.55%
Glucocorticoid receptor binding	+	0.7795	77.95%
Aromatase binding	+	0.7047	70.47%
PPAR gamma	+	0.7023	70.23%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	98.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.44%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.19%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	97.01%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.16%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.81%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.33%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.46%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.78%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.71%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.31%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.32%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.32%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.13%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.50%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.41%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.71%	100.00%

Plants that contains it

• Amorpha fruticosa
• Hypericum perforatum

Cross-Links

• PubChem: 73242139
• LOTUS: LTS0001004
• wikiData: Q105351671