2-[(2E,6E,9R,10E)-9-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-6-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 29fcb0f0-8374-4aaf-9d23-dffdbf8e79d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2E,6E,9R,10E)-9-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-6-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CC(C=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=O)C=C(C1=O)C/C=C(\C)/CC/C=C(\C)/C[C@H](/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C27H38O3/c1-19(2)9-7-11-21(4)15-25(28)16-22(5)12-8-10-20(3)13-14-24-18-26(29)17-23(6)27(24)30/h9,12-13,15,17-18,25,28H,7-8,10-11,14,16H2,1-6H3/b20-13+,21-15+,22-12+/t25-/m0/s1
• InChI Key: ITPMCPADGKSIBU-BRLCAVIXSA-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: 6.80
• Atomic LogP (AlogP): 6.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6030	60.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8721	87.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9645	96.45%
P-glycoprotein inhibitior	+	0.8030	80.30%
P-glycoprotein substrate	-	0.7779	77.79%
CYP3A4 substrate	+	0.5464	54.64%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.6145	61.45%
CYP2C9 inhibition	-	0.8192	81.92%
CYP2C19 inhibition	-	0.8278	82.78%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	-	0.8442	84.42%
CYP2C8 inhibition	-	0.8853	88.53%
CYP inhibitory promiscuity	-	0.8965	89.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.5780	57.80%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8660	86.60%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.6567	65.67%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5409	54.09%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	+	0.6513	65.13%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	-	0.5060	50.60%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	+	0.5202	52.02%
PPAR gamma	+	0.7218	72.18%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.42%	85.14%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.41%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.89%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.51%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.47%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.03%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.87%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162967210
• LOTUS: LTS0244792
• wikiData: Q105120213