3-[(2E,6R,7R)-6,7-dihydroxy-3,7,11-trimethyldodeca-2,10-dienyl]-4-hydroxybenzoic acid

Details

• Internal ID: 1a31f0f4-249c-4ce4-b29b-58dff06c20b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(2E,6R,7R)-6,7-dihydroxy-3,7,11-trimethyldodeca-2,10-dienyl]-4-hydroxybenzoic acid
• InChI: InChI=1S/C22H32O5/c1-15(2)6-5-13-22(4,27)20(24)12-8-16(3)7-9-17-14-18(21(25)26)10-11-19(17)23/h6-7,10-11,14,20,23-24,27H,5,8-9,12-13H2,1-4H3,(H,25,26)/b16-7+/t20-,22-/m1/s1
• InChI Key: JXAFVRIAOQJYNY-KQCYKBMJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.6455	64.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.8907	89.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8366	83.66%
P-glycoprotein inhibitior	-	0.6665	66.65%
P-glycoprotein substrate	-	0.7409	74.09%
CYP3A4 substrate	-	0.5244	52.44%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.6985	69.85%
CYP2C9 inhibition	-	0.6643	66.43%
CYP2C19 inhibition	-	0.5603	56.03%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.5695	56.95%
CYP2C8 inhibition	-	0.6296	62.96%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8799	87.99%
Skin irritation	-	0.5713	57.13%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	+	0.4913	49.13%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6874	68.74%
Acute Oral Toxicity (c)	III	0.5890	58.90%
Estrogen receptor binding	+	0.8492	84.92%
Androgen receptor binding	-	0.4864	48.64%
Thyroid receptor binding	+	0.7833	78.33%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.00%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.16%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.40%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.23%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.39%	92.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.94%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.12%	96.09%
CHEMBL3194	P02766	Transthyretin	82.89%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.71%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.02%	96.00%

Plants that contains it

• Ferula kuhistanica

Cross-Links

• PubChem: 162914207
• LOTUS: LTS0264392
• wikiData: Q105136480