2-[(2E,5R,6E,10E)-5-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-6-methylbenzene-1,4-diol

Details

• Internal ID: d70f5f09-5402-441d-82e3-a78004a25996
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2E,5R,6E,10E)-5-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-6-methylbenzene-1,4-diol
• SMILES (Canonical): CC1=CC(=CC(=C1O)CC=C(C)CC(C=C(C)CCC=C(C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1O)C/C=C(\C)/C[C@H](/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O)O
• InChI: InChI=1S/C27H40O3/c1-19(2)9-7-10-20(3)11-8-12-21(4)15-25(28)16-22(5)13-14-24-18-26(29)17-23(6)27(24)30/h9,11,13,15,17-18,25,28-30H,7-8,10,12,14,16H2,1-6H3/b20-11+,21-15+,22-13+/t25-/m0/s1
• InChI Key: WMKPZXIHMKNXKL-UGPGDRJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₃
• Molecular Weight: 412.60 g/mol
• Exact Mass: 412.29774513 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.07
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	-	0.5724	57.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8541	85.41%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8098	80.98%
P-glycoprotein inhibitior	+	0.6343	63.43%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	+	0.5186	51.86%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3959	39.59%
CYP3A4 inhibition	+	0.7060	70.60%
CYP2C9 inhibition	-	0.6836	68.36%
CYP2C19 inhibition	-	0.5544	55.44%
CYP2D6 inhibition	-	0.8310	83.10%
CYP1A2 inhibition	+	0.6036	60.36%
CYP2C8 inhibition	-	0.6568	65.68%
CYP inhibitory promiscuity	+	0.5591	55.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7539	75.39%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6399	63.99%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6697	66.97%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5912	59.12%
skin sensitisation	+	0.6968	69.68%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7090	70.90%
Acute Oral Toxicity (c)	III	0.6653	66.53%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.6298	62.98%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	+	0.7550	75.50%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.46%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.46%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	95.07%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.56%	97.21%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.72%	93.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.25%	97.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.84%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.77%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.13%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193584
• LOTUS: LTS0103053
• wikiData: Q105308638