[(2Z,5E,7R)-7-hydroxy-2-[(E)-6-hydroxy-4-methylhex-4-enylidene]-6,10-dimethylundeca-5,9-dienyl] acetate

Details

• Internal ID: 637225a2-e3c2-4807-adb3-d80c4dd0e003
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2Z,5E,7R)-7-hydroxy-2-[(E)-6-hydroxy-4-methylhex-4-enylidene]-6,10-dimethylundeca-5,9-dienyl] acetate
• SMILES (Canonical): CC(=CCC(C(=CCCC(=CCCC(=CCO)C)COC(=O)C)C)O)C
• SMILES (Isomeric): CC(=CC[C@H](/C(=C/CC/C(=C/CC/C(=C/CO)/C)/COC(=O)C)/C)O)C
• InChI: InChI=1S/C22H36O4/c1-17(2)12-13-22(25)19(4)9-7-11-21(16-26-20(5)24)10-6-8-18(3)14-15-23/h9-10,12,14,22-23,25H,6-8,11,13,15-16H2,1-5H3/b18-14+,19-9+,21-10-/t22-/m1/s1
• InChI Key: ZCOFHYGAZMGATH-ORMYALOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9283	92.83%
Caco-2	+	0.5707	57.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9200	92.00%
P-glycoprotein inhibitior	-	0.4298	42.98%
P-glycoprotein substrate	-	0.8343	83.43%
CYP3A4 substrate	+	0.5700	57.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.7901	79.01%
CYP2C9 inhibition	-	0.8792	87.92%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	-	0.8144	81.44%
CYP inhibitory promiscuity	-	0.8598	85.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.7399	73.99%
Eye corrosion	-	0.9226	92.26%
Eye irritation	-	0.7987	79.87%
Skin irritation	-	0.7181	71.81%
Skin corrosion	-	0.9883	98.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6805	68.05%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.5932	59.32%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.9275	92.75%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.5052	50.52%
Estrogen receptor binding	+	0.6847	68.47%
Androgen receptor binding	-	0.7849	78.49%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	+	0.6208	62.08%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.8562	85.62%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9086	90.86%

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	94.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.67%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	90.15%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	86.60%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.04%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.00%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.04%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.11%	97.25%

Plants that contains it

• Carpesium triste

Cross-Links

• PubChem: 25147192
• LOTUS: LTS0140897
• wikiData: Q105371296