(6R)-9,10-dihydroxy-6,8-dimethoxy-1-oxo-3-[(E)-prop-1-enyl]-6H-pyrano[4,3-c]isochromene-7-carbaldehyde

Details

• Internal ID: 682ba35d-e0f7-499c-8f6b-c14940e28b3c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (6R)-9,10-dihydroxy-6,8-dimethoxy-1-oxo-3-[(E)-prop-1-enyl]-6H-pyrano[4,3-c]isochromene-7-carbaldehyde
• SMILES (Canonical): CC=CC1=CC2=C(C3=C(C(=C(C(=C3C(O2)OC)C=O)OC)O)O)C(=O)O1
• SMILES (Isomeric): C/C=C/C1=CC2=C(C3=C(C(=C(C(=C3[C@@H](O2)OC)C=O)OC)O)O)C(=O)O1
• InChI: InChI=1S/C18H16O8/c1-4-5-8-6-10-12(17(22)25-8)13-11(18(24-3)26-10)9(7-19)16(23-2)15(21)14(13)20/h4-7,18,20-21H,1-3H3/b5-4+/t18-/m1/s1
• InChI Key: LNBDQNHIHNAAHW-SHCNBLLESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8634	86.34%
Caco-2	+	0.5297	52.97%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6146	61.46%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.7908	79.08%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7087	70.87%
P-glycoprotein inhibitior	+	0.5798	57.98%
P-glycoprotein substrate	-	0.6852	68.52%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.8505	85.05%
CYP2C9 inhibition	-	0.9529	95.29%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.8030	80.30%
CYP2C8 inhibition	+	0.4830	48.30%
CYP inhibitory promiscuity	-	0.8250	82.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5153	51.53%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6576	65.76%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7377	73.77%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7631	76.31%
Acute Oral Toxicity (c)	II	0.5449	54.49%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	-	0.6291	62.91%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	-	0.5905	59.05%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	98.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.82%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.55%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.76%	94.00%
CHEMBL3194	P02766	Transthyretin	88.34%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.57%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.56%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.40%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76966580
• LOTUS: LTS0270683
• wikiData: Q105154249