methyl (8S)-2,8-dihydroxy-5-[(4S)-4-hydroxy-2-oxopentyl]-8-methyl-3-[(2E,4E,6R)-6-methylocta-2,4-dienoyl]-7-oxonaphthalene-1-carboxylate

Details

• Internal ID: 98993885-0cf0-40d2-9999-3b0dbf0ed5a6
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives
• IUPAC Name: methyl (8S)-2,8-dihydroxy-5-[(4S)-4-hydroxy-2-oxopentyl]-8-methyl-3-[(2E,4E,6R)-6-methylocta-2,4-dienoyl]-7-oxonaphthalene-1-carboxylate
• InChI: InChI=1S/C27H32O8/c1-6-15(2)9-7-8-10-21(30)20-14-19-17(12-18(29)11-16(3)28)13-22(31)27(4,34)24(19)23(25(20)32)26(33)35-5/h7-10,13-16,28,32,34H,6,11-12H2,1-5H3/b9-7+,10-8+/t15-,16+,27-/m1/s1
• InChI Key: BFBRJLMAZLFBHK-KKDZRVJNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.20971797 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.6799	67.99%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.7791	77.91%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9391	93.91%
P-glycoprotein inhibitior	+	0.7361	73.61%
P-glycoprotein substrate	+	0.6089	60.89%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.6860	68.60%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.8577	85.77%
CYP1A2 inhibition	-	0.6458	64.58%
CYP2C8 inhibition	+	0.7132	71.32%
CYP inhibitory promiscuity	-	0.6430	64.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.6785	67.85%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5552	55.52%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5327	53.27%
skin sensitisation	-	0.6956	69.56%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7077	70.77%
Acute Oral Toxicity (c)	III	0.4673	46.73%
Estrogen receptor binding	+	0.7076	70.76%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.6786	67.86%
PPAR gamma	+	0.7017	70.17%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.22%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	95.01%	89.63%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.84%	85.14%
CHEMBL2535	P11166	Glucose transporter	92.84%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.21%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.02%	95.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.82%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	88.36%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.29%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.01%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.16%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.88%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.37%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.02%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.78%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.03%	96.90%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.77%	94.42%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186141
• LOTUS: LTS0051563
• wikiData: Q104933907