2-(14,15-Dihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10-trienyl)-6-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 844d7589-9384-465a-a2fd-1b7926ee1a93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(14,15-dihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10-trienyl)-6-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC(C(C)(C)O)O
• SMILES (Isomeric): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC(C(C)(C)O)O
• InChI: InChI=1S/C27H40O4/c1-19(10-8-12-21(3)14-16-25(29)27(5,6)31)9-7-11-20(2)13-15-23-18-24(28)17-22(4)26(23)30/h9,12-13,17-18,25,29,31H,7-8,10-11,14-16H2,1-6H3
• InChI Key: LJDGRLBUXSKFJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.60 g/mol
• Exact Mass: 428.29265975 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.71
• 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	+	0.9720	97.20%
Caco-2	-	0.5842	58.42%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9657	96.57%
P-glycoprotein inhibitior	+	0.6782	67.82%
P-glycoprotein substrate	-	0.7473	74.73%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.7091	70.91%
CYP2C9 inhibition	-	0.8691	86.91%
CYP2C19 inhibition	-	0.8350	83.50%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.9257	92.57%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7271	72.71%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9553	95.53%
Skin irritation	+	0.4896	48.96%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8986	89.86%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.5178	51.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.6210	62.10%
Estrogen receptor binding	+	0.6701	67.01%
Androgen receptor binding	-	0.5149	51.49%
Thyroid receptor binding	+	0.6254	62.54%
Glucocorticoid receptor binding	+	0.6384	63.84%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	+	0.7871	78.71%
Honey bee toxicity	-	0.8040	80.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.73%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	88.97%	92.51%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.60%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.03%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.96%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.47%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.33%	92.68%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.24%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.08%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73154483
• LOTUS: LTS0267266
• wikiData: Q105152507