8,8-Dimethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dihydropyrano[2,3-f]chromen-2-one

Details

• Internal ID: b422b6d0-7100-4120-8ed9-94fb25b418d1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 8,8-dimethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dihydropyrano[2,3-f]chromen-2-one
• InChI: InChI=1S/C20H24O9/c1-20(2)7-11(26-19-17(25)16(24)15(23)12(8-21)27-19)14-10(29-20)5-3-9-4-6-13(22)28-18(9)14/h3-6,11-12,15-17,19,21,23-25H,7-8H2,1-2H3
• InChI Key: NIGLONYWICKNRC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₉
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.14203234 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5912	59.12%
Caco-2	-	0.7306	73.06%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5881	58.81%
P-glycoprotein inhibitior	-	0.7472	74.72%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	0.8241	82.41%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.8857	88.57%
CYP2C9 inhibition	-	0.8759	87.59%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.6127	61.27%
CYP2C8 inhibition	-	0.7471	74.71%
CYP inhibitory promiscuity	-	0.8526	85.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.8280	82.80%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	+	0.5399	53.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.6974	69.74%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.6449	64.49%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5275	52.75%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.6652	66.52%
Androgen receptor binding	+	0.7294	72.94%
Thyroid receptor binding	+	0.5135	51.35%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.5227	52.27%
Honey bee toxicity	-	0.7917	79.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9322	93.22%

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	97.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.25%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.29%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.78%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.08%	85.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.43%	95.83%

Plants that contains it

• Kitagawia praeruptora

Cross-Links

• PubChem: 14325469
• LOTUS: LTS0008550
• wikiData: Q105179802