2-[(2R)-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,6-dihydro-2H-pyran-2-yl]prop-2-enoic acid

Details

• Internal ID: 872bb719-b4cf-4dfe-9542-8274b410e890
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2R)-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,6-dihydro-2H-pyran-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC1=CCC(OC1)C(=C)C(=O)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CCC1=CC[C@@H](OC1)C(=C)C(=O)O)/C)/C)C
• InChI: InChI=1S/C24H36O3/c1-18(2)9-6-10-19(3)11-7-12-20(4)13-8-14-22-15-16-23(27-17-22)21(5)24(25)26/h9,11,13,15,23H,5-8,10,12,14,16-17H2,1-4H3,(H,25,26)/b19-11+,20-13+/t23-/m1/s1
• InChI Key: YIBKNWRFOJURQA-LYWSQKMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₃
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• 220080-95-5
• (2R)-3,6-Dihydro-alpha-methylene-5-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-2H-pyran-2-acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9576	95.76%
Caco-2	+	0.5665	56.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7983	79.83%
P-glycoprotein inhibitior	+	0.6344	63.44%
P-glycoprotein substrate	-	0.8115	81.15%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.6213	62.13%
CYP2C9 inhibition	-	0.7137	71.37%
CYP2C19 inhibition	-	0.6470	64.70%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.6222	62.22%
CYP2C8 inhibition	-	0.7143	71.43%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9270	92.70%
Eye irritation	-	0.7612	76.12%
Skin irritation	-	0.5940	59.40%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5984	59.84%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.5901	59.01%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5523	55.23%
Acute Oral Toxicity (c)	III	0.7155	71.55%
Estrogen receptor binding	+	0.5966	59.66%
Androgen receptor binding	-	0.7276	72.76%
Thyroid receptor binding	+	0.6396	63.96%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	-	0.5086	50.86%
PPAR gamma	+	0.7572	75.72%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9690	96.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.58%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.66%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.61%	92.08%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.07%	87.16%
CHEMBL2581	P07339	Cathepsin D	82.89%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Brucea antidysenterica

Cross-Links

• PubChem: 9976572
• LOTUS: LTS0245427
• wikiData: Q105328973