(2S,3S)-3,6-dimethoxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: ba7cfddb-242e-42a9-85a0-606eebf0257a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S,3S)-3,6-dimethoxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1C(C2=C(O1)C(=O)C3=C(C2=O)C=C(C=C3)OC)OC
• SMILES (Isomeric): CC(=C)[C@H]1[C@H](C2=C(O1)C(=O)C3=C(C2=O)C=C(C=C3)OC)OC
• InChI: InChI=1S/C17H16O5/c1-8(2)15-17(21-4)12-13(18)11-7-9(20-3)5-6-10(11)14(19)16(12)22-15/h5-7,15,17H,1H2,2-4H3/t15-,17-/m0/s1
• InChI Key: BMVQVFZWBZFZQG-RDJZCZTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7947	79.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6957	69.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7153	71.53%
P-glycoprotein inhibitior	-	0.5604	56.04%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	+	0.5645	56.45%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	+	0.6943	69.43%
CYP2C9 inhibition	-	0.6048	60.48%
CYP2C19 inhibition	+	0.7405	74.05%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.9140	91.40%
CYP2C8 inhibition	-	0.8725	87.25%
CYP inhibitory promiscuity	+	0.9171	91.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.4380	43.80%
Eye corrosion	-	0.9671	96.71%
Eye irritation	+	0.7848	78.48%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.5647	56.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.6855	68.55%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6509	65.09%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	II	0.4878	48.78%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.7769	77.69%
Thyroid receptor binding	+	0.5323	53.23%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.4945	49.45%
PPAR gamma	+	0.5351	53.51%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.72%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	87.51%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL2039	P27338	Monoamine oxidase B	85.44%	92.51%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.23%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.03%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.19%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.51%	96.09%

Plants that contains it

• Radermachera sinica

Cross-Links

• PubChem: 162849252
• LOTUS: LTS0182630
• wikiData: Q104938609