(5S,6R,7S)-4,5,6,9-tetramethoxy-7-phenyl-6,7-dihydro-5H-furo[3,2-g]chromene

Details

• Internal ID: 5d687381-9151-4ecd-98ef-fd9778b1beae
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: (5S,6R,7S)-4,5,6,9-tetramethoxy-7-phenyl-6,7-dihydro-5H-furo[3,2-g]chromene
• SMILES (Canonical): COC1C(OC2=C(C3=C(C=CO3)C(=C2C1OC)OC)OC)C4=CC=CC=C4
• SMILES (Isomeric): CO[C@H]1[C@@H](OC2=C(C3=C(C=CO3)C(=C2[C@@H]1OC)OC)OC)C4=CC=CC=C4
• InChI: InChI=1S/C21H22O6/c1-22-16-13-10-11-26-17(13)21(25-4)19-14(16)18(23-2)20(24-3)15(27-19)12-8-6-5-7-9-12/h5-11,15,18,20H,1-4H3/t15-,18-,20-/m0/s1
• InChI Key: DUBHYVXCUVFSJU-QSFXBCCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 59.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.8771	87.71%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9808	98.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8022	80.22%
P-glycoprotein inhibitior	+	0.8208	82.08%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.5408	54.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3862	38.62%
CYP3A4 inhibition	+	0.6991	69.91%
CYP2C9 inhibition	-	0.6384	63.84%
CYP2C19 inhibition	+	0.9043	90.43%
CYP2D6 inhibition	-	0.5626	56.26%
CYP1A2 inhibition	+	0.9215	92.15%
CYP2C8 inhibition	+	0.6390	63.90%
CYP inhibitory promiscuity	+	0.9147	91.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.3816	38.16%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8053	80.53%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8689	86.89%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8084	80.84%
Acute Oral Toxicity (c)	II	0.5375	53.75%
Estrogen receptor binding	+	0.8634	86.34%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	+	0.7229	72.29%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.6230	62.30%
Honey bee toxicity	-	0.8067	80.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	96.69%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.56%	90.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.03%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.08%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.27%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.67%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

Plants that contains it

• Diplotropis ferruginea
• Lonchocarpus subglaucescens

Cross-Links

• PubChem: 101993934
• LOTUS: LTS0046247
• wikiData: Q104989151