Cassyformin

Details

• Internal ID: 94176e9d-e2e2-46a9-ab56-1807058be1e7
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3S)-2-(3,4-dihydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C(=C3)OC)O)O)C=CC=O
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@H]([C@@H]2CO)C3=CC(=C(C(=C3)OC)O)O)/C=C/C=O
• InChI: InChI=1S/C20H20O7/c1-25-16-9-12(8-15(23)18(16)24)19-14(10-22)13-6-11(4-3-5-21)7-17(26-2)20(13)27-19/h3-9,14,19,22-24H,10H2,1-2H3/b4-3+/t14-,19+/m1/s1
• InChI Key: USSBRSIZHILPBL-MXFOGMGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 749917-08-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	-	0.6950	69.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7677	76.77%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6706	67.06%
P-glycoprotein inhibitior	-	0.4757	47.57%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	+	0.6040	60.40%
CYP2D6 substrate	-	0.8002	80.02%
CYP3A4 inhibition	-	0.5223	52.23%
CYP2C9 inhibition	+	0.7562	75.62%
CYP2C19 inhibition	+	0.7226	72.26%
CYP2D6 inhibition	-	0.8334	83.34%
CYP1A2 inhibition	+	0.6663	66.63%
CYP2C8 inhibition	+	0.6630	66.30%
CYP inhibitory promiscuity	+	0.8925	89.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5698	56.98%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8402	84.02%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7486	74.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	+	0.6117	61.17%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.7144	71.44%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	+	0.5920	59.20%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	98.90%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.89%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.41%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	91.59%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.37%	86.92%
CHEMBL3194	P02766	Transthyretin	88.07%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%

Plants that contains it

• Cassytha filiformis

Cross-Links

• PubChem: 145709329
• LOTUS: LTS0101688
• wikiData: Q105278498