(1R)-6,7,8-trihydroxy-1-methyl-5-(3-methylbut-2-enyl)-1,4-dihydroisochromen-3-one

Details

• Internal ID: 5e5083a4-d7b4-4e60-bb2c-51152941f4e0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1R)-6,7,8-trihydroxy-1-methyl-5-(3-methylbut-2-enyl)-1,4-dihydroisochromen-3-one
• SMILES (Canonical): CC1C2=C(C(=C(C(=C2CC(=O)O1)CC=C(C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1C2=C(C(=C(C(=C2CC(=O)O1)CC=C(C)C)O)O)O
• InChI: InChI=1S/C15H18O5/c1-7(2)4-5-9-10-6-11(16)20-8(3)12(10)14(18)15(19)13(9)17/h4,8,17-19H,5-6H2,1-3H3/t8-/m1/s1
• InChI Key: BADOYDRZVCGQJD-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9191	91.91%
Caco-2	+	0.5470	54.70%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6124	61.24%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7291	72.91%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.8356	83.56%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.8191	81.91%
CYP2C9 inhibition	-	0.5259	52.59%
CYP2C19 inhibition	+	0.5104	51.04%
CYP2D6 inhibition	-	0.7010	70.10%
CYP1A2 inhibition	+	0.6177	61.77%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.6110	61.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.6465	64.65%
Skin irritation	-	0.6892	68.92%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7194	71.94%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.5338	53.38%
Estrogen receptor binding	+	0.5909	59.09%
Androgen receptor binding	-	0.5578	55.78%
Thyroid receptor binding	-	0.6020	60.20%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	-	0.6533	65.33%
PPAR gamma	+	0.6045	60.45%
Honey bee toxicity	-	0.8462	84.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.06%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.74%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.10%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.69%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.07%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.75%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.58%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163079485
• LOTUS: LTS0256943
• wikiData: Q104922115