(2E,6E,10E,14R)-16-(2,5-dihydroxy-3-methylphenyl)-14-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10-trienoic acid

Details

• Internal ID: 15488179-8978-4329-8822-1c5881acf50e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2E,6E,10E,14R)-16-(2,5-dihydroxy-3-methylphenyl)-14-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10-trienoic acid
• InChI: InChI=1S/C27H40O5/c1-19(11-7-13-21(3)26(30)31)9-6-10-20(2)12-8-15-27(5,32)16-14-23-18-24(28)17-22(4)25(23)29/h9,12-13,17-18,28-29,32H,6-8,10-11,14-16H2,1-5H3,(H,30,31)/b19-9+,20-12+,21-13+/t27-/m1/s1
• InChI Key: SFZGYACXNBBSNF-LRXIOGKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₅
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.28757437 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.35
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.7144	71.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8747	87.47%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9393	93.93%
P-glycoprotein inhibitior	+	0.6545	65.45%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8957	89.57%
CYP3A4 inhibition	-	0.6903	69.03%
CYP2C9 inhibition	-	0.7596	75.96%
CYP2C19 inhibition	-	0.6778	67.78%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.6290	62.90%
CYP2C8 inhibition	+	0.6054	60.54%
CYP inhibitory promiscuity	-	0.8413	84.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7455	74.55%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.5491	54.91%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4285	42.85%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.5378	53.78%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8629	86.29%
Acute Oral Toxicity (c)	III	0.6117	61.17%
Estrogen receptor binding	+	0.7789	77.89%
Androgen receptor binding	+	0.6977	69.77%
Thyroid receptor binding	+	0.6869	68.69%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.7181	71.81%
PPAR gamma	+	0.8218	82.18%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.7500	75.00%
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	98.79%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.22%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.47%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.48%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.02%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.80%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.22%	97.36%

Plants that contains it

• Chrysochlamys ulei

Cross-Links

• PubChem: 11626456
• LOTUS: LTS0269786
• wikiData: Q105252164