16-(2,5-Dihydroxy-3-methylphenyl)-2-hydroxy-2,6,10,14-tetramethylhexadeca-6,10,14-trien-3-one

Details

• Internal ID: 66317e9a-f3cb-457e-8d4c-47c449719d14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 16-(2,5-dihydroxy-3-methylphenyl)-2-hydroxy-2,6,10,14-tetramethylhexadeca-6,10,14-trien-3-one
• SMILES (Canonical): CC1=CC(=CC(=C1O)CC=C(C)CCC=C(C)CCC=C(C)CCC(=O)C(C)(C)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1O)CC=C(C)CCC=C(C)CCC=C(C)CCC(=O)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/h9,12-13,17-18,28,30-31H,7-8,10-11,14-16H2,1-6H3
• InChI Key: HQOIUYUEWZETKH-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): 77.80 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.6174	61.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8813	88.13%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9032	90.32%
P-glycoprotein inhibitior	+	0.6597	65.97%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.7487	74.87%
CYP3A4 inhibition	-	0.5074	50.74%
CYP2C9 inhibition	-	0.5928	59.28%
CYP2C19 inhibition	-	0.5052	50.52%
CYP2D6 inhibition	-	0.8500	85.00%
CYP1A2 inhibition	+	0.6450	64.50%
CYP2C8 inhibition	+	0.4439	44.39%
CYP inhibitory promiscuity	-	0.6632	66.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8050	80.50%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8742	87.42%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8014	80.14%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.5122	51.22%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7581	75.81%
Acute Oral Toxicity (c)	III	0.6477	64.77%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	+	0.7111	71.11%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	+	0.7017	70.17%
PPAR gamma	+	0.8173	81.73%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.46%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.35%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.33%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.29%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.50%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.02%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.41%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73038754
• LOTUS: LTS0267730
• wikiData: Q105032356