[8-Hydroxy-2-[4-(4-hydroxy-5,5-dimethyloxolan-2-yl)pentyl]-6-methylocta-2,6-dienyl] acetate

Details

• Internal ID: 733f2d1b-a672-4ef3-881c-e56d83b18650
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [8-hydroxy-2-[4-(4-hydroxy-5,5-dimethyloxolan-2-yl)pentyl]-6-methylocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(CCCC(=CCCC(=CCO)C)COC(=O)C)C1CC(C(O1)(C)C)O
• SMILES (Isomeric): CC(CCCC(=CCCC(=CCO)C)COC(=O)C)C1CC(C(O1)(C)C)O
• InChI: InChI=1S/C22H38O5/c1-16(12-13-23)8-6-10-19(15-26-18(3)24)11-7-9-17(2)20-14-21(25)22(4,5)27-20/h10,12,17,20-21,23,25H,6-9,11,13-15H2,1-5H3
• InChI Key: VQEVVOQGDWRHPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₅
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.27192431 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9088	90.88%
Caco-2	+	0.6614	66.14%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8008	80.08%
P-glycoprotein inhibitior	-	0.5050	50.50%
P-glycoprotein substrate	-	0.5713	57.13%
CYP3A4 substrate	+	0.6869	68.69%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.8242	82.42%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.7975	79.75%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9606	96.06%
Skin irritation	-	0.5315	53.15%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3926	39.26%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5370	53.70%
Acute Oral Toxicity (c)	III	0.5416	54.16%
Estrogen receptor binding	+	0.6619	66.19%
Androgen receptor binding	-	0.5732	57.32%
Thyroid receptor binding	+	0.6074	60.74%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	+	0.5666	56.66%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6706	67.06%
Fish aquatic toxicity	+	0.9023	90.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.76%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.90%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.01%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.08%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.96%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.78%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.73%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.48%	96.47%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.59%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.60%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.45%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.21%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.19%	94.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.14%	89.05%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.51%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.45%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.15%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.14%	98.75%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.55%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.22%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.15%	97.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.05%	98.33%
CHEMBL299	P17252	Protein kinase C alpha	80.76%	98.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.73%	95.71%

Plants that contains it

• Carpesium triste

Cross-Links

• PubChem: 74396882
• LOTUS: LTS0236295
• wikiData: Q105291206