3,4-Dihydroxy-5-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl)benzoic acid

Details

• Internal ID: 913b5bec-14b9-4f57-8cec-0bcc7c126767
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3,4-dihydroxy-5-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl)benzoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCC1=C(C(=CC(=C1)C(=O)O)O)O)C)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCCC(=CCC1=C(C(=CC(=C1)C(=O)O)O)O)C)C)C)C
• InChI: InChI=1S/C27H38O4/c1-19(2)9-6-10-20(3)11-7-12-21(4)13-8-14-22(5)15-16-23-17-24(27(30)31)18-25(28)26(23)29/h9,11,13,15,17-18,28-29H,6-8,10,12,14,16H2,1-5H3,(H,30,31)
• InChI Key: BSKXNBAQBKFMLO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₄
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.27700969 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.48
• H-Bond Acceptor: 3
• 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	+	0.9798	97.98%
Caco-2	-	0.7057	70.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8785	87.85%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7742	77.42%
P-glycoprotein inhibitior	+	0.6758	67.58%
P-glycoprotein substrate	-	0.9267	92.67%
CYP3A4 substrate	-	0.5887	58.87%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.6074	60.74%
CYP2C9 inhibition	+	0.5577	55.77%
CYP2C19 inhibition	+	0.6147	61.47%
CYP2D6 inhibition	-	0.7503	75.03%
CYP1A2 inhibition	+	0.6734	67.34%
CYP2C8 inhibition	-	0.6841	68.41%
CYP inhibitory promiscuity	-	0.7391	73.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.7036	70.36%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8352	83.52%
Skin irritation	-	0.6822	68.22%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6771	67.71%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.5448	54.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7293	72.93%
Acute Oral Toxicity (c)	III	0.5449	54.49%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6906	69.06%
Glucocorticoid receptor binding	+	0.7116	71.16%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.9445	94.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	97.87%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.32%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.83%	89.34%
CHEMBL3194	P02766	Transthyretin	85.29%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.08%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.82%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.06%	96.00%

Plants that contains it

• Piper heterophyllum

Cross-Links

• PubChem: 90895900
• LOTUS: LTS0217766
• wikiData: Q104945286