2-[(1R,3S)-4a,9,10a-trihydroxy-5-(hydroxymethyl)-10-oxo-1-propyl-1,3,4,5-tetrahydrobenzo[g]isochromen-3-yl]acetic acid

Details

• Internal ID: 9beed9e4-fff3-4cfb-9dca-3de3e46721ab
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 2-[(1R,3S)-4a,9,10a-trihydroxy-5-(hydroxymethyl)-10-oxo-1-propyl-1,3,4,5-tetrahydrobenzo[g]isochromen-3-yl]acetic acid
• InChI: InChI=1S/C19H24O8/c1-2-4-14-19(26)17(24)16-11(5-3-6-13(16)21)12(9-20)18(19,25)8-10(27-14)7-15(22)23/h3,5-6,10,12,14,20-21,25-26H,2,4,7-9H2,1H3,(H,22,23)/t10-,12?,14-,18?,19?/m1/s1
• InChI Key: ZOGSLPLAVARIJR-INJLPQAISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7551	75.51%
Caco-2	-	0.7301	73.01%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7471	74.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	-	0.8472	84.72%
P-glycoprotein inhibitior	-	0.8201	82.01%
P-glycoprotein substrate	-	0.5322	53.22%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	+	0.6052	60.52%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8031	80.31%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.7455	74.55%
CYP2C8 inhibition	-	0.6396	63.96%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9476	94.76%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6912	69.12%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5597	55.97%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.5876	58.76%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.6105	61.05%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.7282	72.82%
Aromatase binding	-	0.4919	49.19%
PPAR gamma	-	0.5191	51.91%
Honey bee toxicity	-	0.9562	95.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9417	94.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.14%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.39%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.27%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.10%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	81.05%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162820982
• LOTUS: LTS0234302
• wikiData: Q105380465