1-[(2S,4S)-2,8-dihydroxy-4,7-dimethyl-3,4-dihydro-2H-chromen-5-yl]-2-methylpropan-1-one

Details

• Internal ID: 73b012e2-779b-4a87-a10d-9e79a1365dbd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[(2S,4S)-2,8-dihydroxy-4,7-dimethyl-3,4-dihydro-2H-chromen-5-yl]-2-methylpropan-1-one
• InChI: InChI=1S/C15H20O4/c1-7(2)13(17)10-5-9(4)14(18)15-12(10)8(3)6-11(16)19-15/h5,7-8,11,16,18H,6H2,1-4H3/t8-,11-/m0/s1
• InChI Key: QMWWLXMERZETFM-KWQFWETISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7163	71.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7212	72.12%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9191	91.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9222	92.22%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	+	0.5986	59.86%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.9491	94.91%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.9175	91.75%
CYP2D6 inhibition	-	0.8248	82.48%
CYP1A2 inhibition	+	0.6479	64.79%
CYP2C8 inhibition	-	0.8749	87.49%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.7507	75.07%
Skin irritation	-	0.6652	66.52%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7012	70.12%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7464	74.64%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9277	92.77%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	-	0.6234	62.34%
Androgen receptor binding	+	0.6513	65.13%
Thyroid receptor binding	+	0.6509	65.09%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.8103	81.03%
PPAR gamma	-	0.6287	62.87%
Honey bee toxicity	-	0.8820	88.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9169	91.69%

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	97.98%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.20%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.87%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.52%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.35%	97.25%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.93%	99.15%
CHEMBL2581	P07339	Cathepsin D	82.89%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.37%	90.24%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.22%	86.00%

Plants that contains it

• Thespesia populnea

Cross-Links

• PubChem: 163045026
• LOTUS: LTS0267670
• wikiData: Q105224218