[(2Z,5E,7R)-7-hydroxy-6,10-dimethyl-2-[(E)-4-methyl-6-oxohex-4-enylidene]undeca-5,9-dienyl] acetate

Details

• Internal ID: 6832a9b0-2d43-4210-b411-a7a6a2e754b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2Z,5E,7R)-7-hydroxy-6,10-dimethyl-2-[(E)-4-methyl-6-oxohex-4-enylidene]undeca-5,9-dienyl] acetate
• SMILES (Canonical): CC(=CCC(C(=CCCC(=CCCC(=CC=O)C)COC(=O)C)C)O)C
• SMILES (Isomeric): CC(=CC[C@H](/C(=C/CC/C(=C/CC/C(=C/C=O)/C)/COC(=O)C)/C)O)C
• InChI: InChI=1S/C22H34O4/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/h9-10,12,14-15,22,25H,6-8,11,13,16H2,1-5H3/b18-14+,19-9+,21-10-/t22-/m1/s1
• InChI Key: ZOXDAANNUDSSLU-ORMYALOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	+	0.5222	52.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8560	85.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9628	96.28%
P-glycoprotein inhibitior	+	0.7221	72.21%
P-glycoprotein substrate	-	0.7725	77.25%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.7554	75.54%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.8857	88.57%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.7989	79.89%
CYP2C8 inhibition	-	0.7893	78.93%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.8834	88.34%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.5260	52.60%
Skin corrosion	-	0.9905	99.05%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6606	66.06%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	-	0.5696	56.96%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8619	86.19%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5247	52.47%
Acute Oral Toxicity (c)	III	0.5285	52.85%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	-	0.7731	77.31%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.6536	65.36%
Aromatase binding	-	0.5893	58.93%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	95.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.63%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.80%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.59%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.53%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.75%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.72%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.60%	98.75%

Plants that contains it

• Carpesium triste

Cross-Links

• PubChem: 102522532
• LOTUS: LTS0052652
• wikiData: Q105380756