[6-(Acetyloxymethyl)-12-hydroxy-10-(hydroxymethyl)-2-(5-hydroxy-4-methylpent-3-enyl)dodeca-2,6,10-trienyl] acetate

Details

• Internal ID: a8274883-89f8-4dbd-a59f-40cdf2e6d7a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [6-(acetyloxymethyl)-12-hydroxy-10-(hydroxymethyl)-2-(5-hydroxy-4-methylpent-3-enyl)dodeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCO)CO)COC(=O)C)COC(=O)C)CO
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCCC(=CCO)CO)COC(=O)C)COC(=O)C)CO
• InChI: InChI=1S/C24H38O7/c1-19(15-26)7-4-9-23(17-30-20(2)28)11-6-12-24(18-31-21(3)29)10-5-8-22(16-27)13-14-25/h7,10-11,13,25-27H,4-6,8-9,12,14-18H2,1-3H3
• InChI Key: FMYIRFBIXBPEGS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₇
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.26175355 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8996	89.96%
Caco-2	-	0.6329	63.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.7031	70.31%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.7352	73.52%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.8853	88.53%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.8933	89.33%
Eye irritation	-	0.7286	72.86%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9893	98.93%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7599	75.99%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.8923	89.23%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.6357	63.57%
Acute Oral Toxicity (c)	IV	0.5615	56.15%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	-	0.6407	64.07%
Thyroid receptor binding	-	0.5067	50.67%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	-	0.4883	48.83%
PPAR gamma	-	0.5254	52.54%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9898	98.98%

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	91.26%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.16%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.49%	91.11%

Plants that contains it

• Mikania periplocifolia
• Mikania urticifolia

Cross-Links

• PubChem: 162907148
• LOTUS: LTS0218080
• wikiData: Q104998147