2-[11-(Hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 0a7063b9-5105-46d0-8f0a-b207cce640dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraenyl]-5-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C(=CC1=O)CC=C(C)CCC=C(C)CCC=C(CCC=C(C)C)CO
• SMILES (Isomeric): CC1=CC(=O)C(=CC1=O)CC=C(C)CCC=C(C)CCC=C(CCC=C(C)C)CO
• InChI: InChI=1S/C27H38O3/c1-20(2)9-6-13-24(19-28)14-8-12-21(3)10-7-11-22(4)15-16-25-18-26(29)23(5)17-27(25)30/h9-10,14-15,17-18,28H,6-8,11-13,16,19H2,1-5H3
• InChI Key: AYWHRUOIEOXDRX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₃
• Molecular Weight: 410.60 g/mol
• Exact Mass: 410.28209507 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• 2-[11-(Hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10,14-tetraen-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6116	61.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9019	90.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6209	62.09%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	+	0.8296	82.96%
P-glycoprotein substrate	-	0.8430	84.30%
CYP3A4 substrate	+	0.5414	54.14%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5967	59.67%
CYP2C19 inhibition	-	0.5967	59.67%
CYP2D6 inhibition	-	0.5478	54.78%
CYP1A2 inhibition	+	0.5682	56.82%
CYP2C8 inhibition	-	0.9083	90.83%
CYP inhibitory promiscuity	-	0.8451	84.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8750	87.50%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.6705	67.05%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8420	84.20%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5202	52.02%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5603	56.03%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.5833	58.33%
Androgen receptor binding	-	0.6076	60.76%
Thyroid receptor binding	+	0.6238	62.38%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	-	0.5515	55.15%
PPAR gamma	+	0.6264	62.64%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.32%	92.08%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.95%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.82%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.66%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.44%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71421410
• LOTUS: LTS0041781
• wikiData: Q82829522