(4R)-5,6-dihydroxy-4,8,8-trimethyl-1,4,9,10-tetrahydropyrano[4,3-f]chromen-2-one

Details

• Internal ID: 70222abe-b2d8-40f1-bedd-347d5da56a54
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (4R)-5,6-dihydroxy-4,8,8-trimethyl-1,4,9,10-tetrahydropyrano[4,3-f]chromen-2-one
• SMILES (Canonical): CC1C2=C(C(=C3C(=C2CC(=O)O1)CCC(O3)(C)C)O)O
• SMILES (Isomeric): C[C@@H]1C2=C(C(=C3C(=C2CC(=O)O1)CCC(O3)(C)C)O)O
• InChI: InChI=1S/C15H18O5/c1-7-11-9(6-10(16)19-7)8-4-5-15(2,3)20-14(8)13(18)12(11)17/h7,17-18H,4-6H2,1-3H3/t7-/m1/s1
• InChI Key: KJPBBHSWGGVSHR-SSDOTTSWSA-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): 76.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8913	89.13%
Caco-2	+	0.5149	51.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8203	82.03%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8941	89.41%
P-glycoprotein inhibitior	-	0.9009	90.09%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	+	0.5798	57.98%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7551	75.51%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.9302	93.02%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	+	0.6255	62.55%
CYP2C8 inhibition	-	0.8872	88.72%
CYP inhibitory promiscuity	-	0.9738	97.38%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.8716	87.16%
Skin irritation	-	0.6389	63.89%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5957	59.57%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5713	57.13%
skin sensitisation	-	0.8638	86.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7391	73.91%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.6089	60.89%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	+	0.7911	79.11%
Aromatase binding	-	0.7161	71.61%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.8162	81.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	98.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.21%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.47%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.94%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.42%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	81.00%	98.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.52%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162913858
• LOTUS: LTS0105976
• wikiData: Q105141913