(2S,3S)-3-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene-6-carboxylic acid

Details

• Internal ID: 079e58c1-3ea7-4c3f-858e-a9f6d9bc4893
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2S,3S)-3-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene-6-carboxylic acid
• SMILES (Canonical): CC(=CCCC1(C(CC2=C(O1)C=CC(=C2)C(=O)O)O)C)C
• SMILES (Isomeric): CC(=CCC[C@]1([C@H](CC2=C(O1)C=CC(=C2)C(=O)O)O)C)C
• InChI: InChI=1S/C17H22O4/c1-11(2)5-4-8-17(3)15(18)10-13-9-12(16(19)20)6-7-14(13)21-17/h5-7,9,15,18H,4,8,10H2,1-3H3,(H,19,20)/t15-,17-/m0/s1
• InChI Key: ZBMFQFAGMKFJIS-RDJZCZTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.6265	62.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7754	77.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.8406	84.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7873	78.73%
P-glycoprotein inhibitior	-	0.8321	83.21%
P-glycoprotein substrate	-	0.7912	79.12%
CYP3A4 substrate	-	0.5053	50.53%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8047	80.47%
CYP3A4 inhibition	-	0.6649	66.49%
CYP2C9 inhibition	-	0.8008	80.08%
CYP2C19 inhibition	-	0.5673	56.73%
CYP2D6 inhibition	-	0.8737	87.37%
CYP1A2 inhibition	+	0.5991	59.91%
CYP2C8 inhibition	-	0.6357	63.57%
CYP inhibitory promiscuity	-	0.7910	79.10%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7104	71.04%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.7571	75.71%
Skin irritation	-	0.5882	58.82%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4205	42.05%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7509	75.09%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4710	47.10%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.6843	68.43%
Androgen receptor binding	-	0.6405	64.05%
Thyroid receptor binding	+	0.6217	62.17%
Glucocorticoid receptor binding	-	0.5513	55.13%
Aromatase binding	-	0.5650	56.50%
PPAR gamma	+	0.6808	68.08%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6352	63.52%
Fish aquatic toxicity	+	0.9961	99.61%

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	95.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.32%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.41%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.03%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.88%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.34%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.08%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162820735
• LOTUS: LTS0086905
• wikiData: Q105370710