[(2'R,3'S,4'R,8S)-3',4',5-trihydroxy-2-(4-hydroxyphenyl)-4-oxospiro[9H-furo[2,3-h]chromene-8,5'-oxolane]-2'-yl]methyl acetate

Details

• Internal ID: e709b306-f3f8-4363-b243-ea55fa245aa8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: [(2'R,3'S,4'R,8S)-3',4',5-trihydroxy-2-(4-hydroxyphenyl)-4-oxospiro[9H-furo[2,3-h]chromene-8,5'-oxolane]-2'-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C2(O1)CC3=C(O2)C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@H]([C@]2(O1)CC3=C(O2)C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O
• InChI: InChI=1S/C23H20O10/c1-10(24)30-9-18-20(28)22(29)23(33-18)8-13-17(32-23)7-15(27)19-14(26)6-16(31-21(13)19)11-2-4-12(25)5-3-11/h2-7,18,20,22,25,27-29H,8-9H2,1H3/t18-,20-,22-,23-/m1/s1
• InChI Key: JPQIZNMBTLLOPM-KPUOSGPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₁₀
• Molecular Weight: 456.40 g/mol
• Exact Mass: 456.10564683 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 10
• 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	+	0.8099	80.99%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8840	88.40%
OATP2B1 inhibitior	-	0.5567	55.67%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9016	90.16%
P-glycoprotein inhibitior	+	0.6554	65.54%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	+	0.5940	59.40%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.6885	68.85%
CYP2C19 inhibition	-	0.6460	64.60%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8167	81.67%
CYP2C8 inhibition	+	0.7867	78.67%
CYP inhibitory promiscuity	-	0.8320	83.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6099	60.99%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.9078	90.78%
Androgen receptor binding	+	0.8134	81.34%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7815	78.15%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	+	0.7855	78.55%
Honey bee toxicity	-	0.7407	74.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9874	98.74%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.06%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.72%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.98%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.68%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	88.74%	89.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.78%	97.28%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.48%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.74%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.59%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.83%	97.21%
CHEMBL3194	P02766	Transthyretin	83.40%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.89%	91.19%
CHEMBL242	Q92731	Estrogen receptor beta	81.44%	98.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.41%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.79%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.57%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Crataegus pinnatifida

Cross-Links

• PubChem: 102019714
• LOTUS: LTS0212885
• wikiData: Q105133073