Graphostromol I

Details

• Internal ID: cd38cff3-4172-44ef-af29-0772b22ca04c
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Medium-chain keto acids and derivatives
• IUPAC Name: (2E,4E,6S,7S)-6-hydroxy-3,7-dimethyl-8-oxodeca-2,4-dienoic acid
• SMILES (Canonical): CCC(=O)C(C)C(C=CC(=CC(=O)O)C)O
• SMILES (Isomeric): CCC(=O)[C@@H](C)[C@H](/C=C/C(=C/C(=O)O)/C)O
• InChI: InChI=1S/C12H18O4/c1-4-10(13)9(3)11(14)6-5-8(2)7-12(15)16/h5-7,9,11,14H,4H2,1-3H3,(H,15,16)/b6-5+,8-7+/t9-,11+/m1/s1
• InChI Key: ZAUVCPKOTKAFRS-WADGAMFQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	+	0.8335	83.35%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8421	84.21%
P-glycoprotein inhibitior	-	0.9741	97.41%
P-glycoprotein substrate	-	0.8878	88.78%
CYP3A4 substrate	-	0.5923	59.23%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.7947	79.47%
CYP2C9 inhibition	-	0.8429	84.29%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	-	0.9388	93.88%
CYP inhibitory promiscuity	-	0.8384	83.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5375	53.75%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.7330	73.30%
Eye irritation	-	0.7322	73.22%
Skin irritation	-	0.5177	51.77%
Skin corrosion	-	0.7195	71.95%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6004	60.04%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6634	66.34%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6506	65.06%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	-	0.9160	91.60%
Androgen receptor binding	-	0.8675	86.75%
Thyroid receptor binding	-	0.8046	80.46%
Glucocorticoid receptor binding	-	0.8017	80.17%
Aromatase binding	-	0.8234	82.34%
PPAR gamma	-	0.5769	57.69%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.8822	88.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2061	P19793	Retinoid X receptor alpha	92.53%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.66%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	87.15%	90.17%
CHEMBL1870	P28702	Retinoid X receptor beta	84.26%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.96%	93.56%
CHEMBL2004	P48443	Retinoid X receptor gamma	82.83%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.90%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.74%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.45%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.93%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.41%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682841
• LOTUS: LTS0241743
• wikiData: Q105370156