2-(4a,9,10a-trihydroxy-5,10-dioxo-1-propyl-3,4-dihydro-1H-benzo[g]isochromen-3-yl)acetic acid

Details

• Internal ID: 1976c538-3a9b-459d-b3be-bbf22b4cd6a5
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 2-(4a,9,10a-trihydroxy-5,10-dioxo-1-propyl-3,4-dihydro-1H-benzo[g]isochromen-3-yl)acetic acid
• InChI: InChI=1S/C18H20O8/c1-2-4-12-18(25)16(23)14-10(5-3-6-11(14)19)15(22)17(18,24)8-9(26-12)7-13(20)21/h3,5-6,9,12,19,24-25H,2,4,7-8H2,1H3,(H,20,21)
• InChI Key: XDYYASNFOIEXFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₈
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.11581759 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8669	86.69%
Caco-2	-	0.7203	72.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8002	80.02%
P-glycoprotein inhibitior	-	0.8493	84.93%
P-glycoprotein substrate	-	0.5114	51.14%
CYP3A4 substrate	+	0.5689	56.89%
CYP2C9 substrate	-	0.6022	60.22%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.7880	78.80%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	-	0.8346	83.46%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.7177	71.77%
CYP2C8 inhibition	-	0.6064	60.64%
CYP inhibitory promiscuity	-	0.9824	98.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8338	83.38%
Skin irritation	-	0.6583	65.83%
Skin corrosion	-	0.8778	87.78%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7568	75.68%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6649	66.49%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4858	48.58%
Acute Oral Toxicity (c)	III	0.4710	47.10%
Estrogen receptor binding	+	0.7282	72.82%
Androgen receptor binding	+	0.6071	60.71%
Thyroid receptor binding	+	0.5505	55.05%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.9635	96.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9466	94.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.75%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.13%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.53%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL299	P17252	Protein kinase C alpha	82.21%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.57%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162983782
• LOTUS: LTS0243020
• wikiData: Q104200883