(3R,4S)-4,6,8-trihydroxy-3-methyl-3,4-dihydroisochromen-1-one

Details

• Internal ID: 8791bf2a-1b05-484c-8274-cc66f3b9f074
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R,4S)-4,6,8-trihydroxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1C(C2=C(C(=CC(=C2)O)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@H](C2=C(C(=CC(=C2)O)O)C(=O)O1)O
• InChI: InChI=1S/C10H10O5/c1-4-9(13)6-2-5(11)3-7(12)8(6)10(14)15-4/h2-4,9,11-13H,1H3/t4-,9-/m1/s1
• InChI Key: DTEMWHDWCYDLNU-ALFREKQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9196	91.96%
Caco-2	-	0.7761	77.61%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6002	60.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9865	98.65%
P-glycoprotein inhibitior	-	0.9605	96.05%
P-glycoprotein substrate	-	0.9604	96.04%
CYP3A4 substrate	-	0.5583	55.83%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.6850	68.50%
CYP2C9 inhibition	-	0.7824	78.24%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	+	0.7427	74.27%
CYP2C8 inhibition	-	0.8576	85.76%
CYP inhibitory promiscuity	-	0.6182	61.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9646	96.46%
Eye irritation	+	0.7439	74.39%
Skin irritation	+	0.6516	65.16%
Skin corrosion	-	0.9004	90.04%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7983	79.83%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.7335	73.35%
skin sensitisation	-	0.7209	72.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.5825	58.25%
Androgen receptor binding	+	0.5825	58.25%
Thyroid receptor binding	-	0.5868	58.68%
Glucocorticoid receptor binding	+	0.6550	65.50%
Aromatase binding	-	0.7027	70.27%
PPAR gamma	-	0.6855	68.55%
Honey bee toxicity	-	0.9135	91.35%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8446	84.46%

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	98.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.80%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.01%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.73%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.01%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.10%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.59%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	82.57%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92449309
• LOTUS: LTS0182403
• wikiData: Q104988234