(3R)-3-[(7R,8S)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7,8-dihydropyrano[3,2-g]chromen-10-yl]butanoic acid

Details

• Internal ID: f2effb5a-0848-4287-802c-cac336df1586
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (3R)-3-[(7R,8S)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7,8-dihydropyrano[3,2-g]chromen-10-yl]butanoic acid
• InChI: InChI=1S/C20H24O6/c1-9(8-13(21)22)14-18-12(6-7-20(4,5)26-18)17(24)15-16(23)10(2)11(3)25-19(14)15/h6-7,9-11,24H,8H2,1-5H3,(H,21,22)/t9-,10-,11+/m1/s1
• InChI Key: MRVZBYVLLGHZED-MXWKQRLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.6415	64.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7347	73.47%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7074	70.74%
P-glycoprotein inhibitior	-	0.7425	74.25%
P-glycoprotein substrate	-	0.6583	65.83%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	+	0.6189	61.89%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.8162	81.62%
CYP2C9 inhibition	-	0.6922	69.22%
CYP2C19 inhibition	-	0.9155	91.55%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	-	0.7797	77.97%
CYP inhibitory promiscuity	-	0.8949	89.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.4581	45.81%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.5974	59.74%
Skin irritation	-	0.7082	70.82%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6436	64.36%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.6905	69.05%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6705	67.05%
Acute Oral Toxicity (c)	III	0.5438	54.38%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.5501	55.01%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	-	0.6284	62.84%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.9085	90.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	97.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.15%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.56%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.56%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.89%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.96%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.05%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.73%	94.73%

Plants that contains it

• Calophyllum cordato-oblongum

Cross-Links

• PubChem: 162932968
• LOTUS: LTS0164379
• wikiData: Q105170965