[(2Z,6Z)-8-hydroxy-2-[(3S)-3-hydroxy-3-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]propyl]-6-methylocta-2,6-dienyl] acetate

Details

• Internal ID: 87979151-d927-4271-8afb-ba9c8597a31b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2Z,6Z)-8-hydroxy-2-[(3S)-3-hydroxy-3-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]propyl]-6-methylocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(=CCO)CCC=C(CCC(C1(CCC(O1)C(C)(C)O)C)O)COC(=O)C
• SMILES (Isomeric): C/C(=C/CO)/CC/C=C(/CC[C@@H]([C@]1(CC[C@H](O1)C(C)(C)O)C)O)\COC(=O)C
• InChI: InChI=1S/C22H38O6/c1-16(12-14-23)7-6-8-18(15-27-17(2)24)9-10-19(25)22(5)13-11-20(28-22)21(3,4)26/h8,12,19-20,23,25-26H,6-7,9-11,13-15H2,1-5H3/b16-12-,18-8-/t19-,20-,22+/m0/s1
• InChI Key: HQNQQDPJKGHMFM-QBTQHPMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₆
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.26683893 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9304	93.04%
Caco-2	+	0.5172	51.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5095	50.95%
P-glycoprotein inhibitior	-	0.5542	55.42%
P-glycoprotein substrate	-	0.6370	63.70%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.7252	72.52%
CYP2C19 inhibition	-	0.7963	79.63%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.8067	80.67%
CYP2C8 inhibition	-	0.6644	66.44%
CYP inhibitory promiscuity	-	0.8002	80.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.9235	92.35%
Skin irritation	-	0.7213	72.13%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4396	43.96%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7387	73.87%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.5699	56.99%
Estrogen receptor binding	+	0.7135	71.35%
Androgen receptor binding	-	0.6116	61.16%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	+	0.6497	64.97%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	-	0.4909	49.09%
Honey bee toxicity	-	0.7651	76.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8929	89.29%

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	99.07%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.96%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.49%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.79%	89.05%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.39%	98.05%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.58%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.32%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.30%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.49%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.11%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.31%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	84.90%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.41%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.86%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.22%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.00%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.32%	82.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.23%	94.62%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.23%	92.78%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.19%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.66%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.38%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.23%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.04%	94.75%

Plants that contains it

• Liatris elegans

Cross-Links

• PubChem: 162999133
• LOTUS: LTS0223712
• wikiData: Q105032340