(5R,6E,10Z,14S)-5,14-dihydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraene-4,12-dione

Details

• Internal ID: 7fec8bc6-5a28-4a78-810f-4f751d43566d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (5R,6E,10Z,14S)-5,14-dihydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraene-4,12-dione
• SMILES (Canonical): CC(=CC(=O)C(C(=CCCC(=CC(=O)CC(C)(C=C)O)C)C)O)C
• SMILES (Isomeric): CC(=CC(=O)[C@@H](/C(=C/CC/C(=C\C(=O)C[C@@](C)(C=C)O)/C)/C)O)C
• InChI: InChI=1S/C20H30O4/c1-7-20(6,24)13-17(21)12-15(4)9-8-10-16(5)19(23)18(22)11-14(2)3/h7,10-12,19,23-24H,1,8-9,13H2,2-6H3/b15-12-,16-10+/t19-,20-/m1/s1
• InChI Key: BKESAQVDKCRGEE-MGGONUGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5651	56.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7823	78.23%
P-glycoprotein substrate	-	0.8211	82.11%
CYP3A4 substrate	+	0.5652	56.52%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.7874	78.74%
CYP2C9 inhibition	-	0.8252	82.52%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.7825	78.25%
CYP2C8 inhibition	-	0.7975	79.75%
CYP inhibitory promiscuity	-	0.9263	92.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9158	91.58%
Eye irritation	-	0.8367	83.67%
Skin irritation	+	0.5973	59.73%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4532	45.32%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5275	52.75%
skin sensitisation	+	0.5696	56.96%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.7198	71.98%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5552	55.52%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	-	0.5454	54.54%
Thyroid receptor binding	+	0.6139	61.39%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.7770	77.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9272	92.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.93%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.43%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.88%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.69%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.30%	96.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.57%	90.93%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.79%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.00%	91.07%

Plants that contains it

• Croton salutaris

Cross-Links

• PubChem: 162957361
• LOTUS: LTS0038876
• wikiData: Q104937531