(10R)-1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9,10-dihydrocyclohepta[b]chromene-8,11-dione

Details

• Internal ID: 7b5cc216-f648-403d-80ad-ce3830aa0a71
• Taxonomy: Organoheterocyclic compounds > Cycloheptapyrans
• IUPAC Name: (10R)-1,4-dihydroxy-2,3,6,7-tetramethoxy-10-phenyl-9,10-dihydrocyclohepta[b]chromene-8,11-dione
• SMILES (Canonical): COC1=C(C2=C(C(CC1=O)C3=CC=CC=C3)C(=O)C4=C(C(=C(C(=C4O2)O)OC)OC)O)OC
• SMILES (Isomeric): COC1=C(C2=C([C@H](CC1=O)C3=CC=CC=C3)C(=O)C4=C(C(=C(C(=C4O2)O)OC)OC)O)OC
• InChI: InChI=1S/C24H22O9/c1-29-19-13(25)10-12(11-8-6-5-7-9-11)14-16(26)15-17(27)22(30-2)23(31-3)18(28)20(15)33-21(14)24(19)32-4/h5-9,12,27-28H,10H2,1-4H3/t12-/m1/s1
• InChI Key: DCKDCCDCRYVECG-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₉
• Molecular Weight: 454.40 g/mol
• Exact Mass: 454.12638228 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.5232	52.32%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6763	67.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7822	78.22%
P-glycoprotein inhibitior	+	0.8082	80.82%
P-glycoprotein substrate	-	0.7821	78.21%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	+	0.6172	61.72%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.6073	60.73%
CYP2C9 inhibition	-	0.6369	63.69%
CYP2C19 inhibition	+	0.5788	57.88%
CYP2D6 inhibition	-	0.8515	85.15%
CYP1A2 inhibition	-	0.5319	53.19%
CYP2C8 inhibition	+	0.6273	62.73%
CYP inhibitory promiscuity	+	0.6395	63.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5353	53.53%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8407	84.07%
Skin irritation	-	0.7750	77.50%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4925	49.25%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7250	72.50%
Acute Oral Toxicity (c)	II	0.4282	42.82%
Estrogen receptor binding	+	0.8306	83.06%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	+	0.5866	58.66%
Glucocorticoid receptor binding	+	0.7686	76.86%
Aromatase binding	-	0.5826	58.26%
PPAR gamma	+	0.7660	76.60%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9593	95.93%

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	99.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.84%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.17%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%

Plants that contains it

• Didymocarpus albicalyx

Cross-Links

• PubChem: 100948734
• LOTUS: LTS0267287
• wikiData: Q104975476