brandisianin F

Details

• Internal ID: 75b5bf48-422e-4e69-9be6-acaedd80ef2c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aR,11aR)-3,8,9-trimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-2,10-diol
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C3COC4=CC(=C(C=C4C3O2)O)OC)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)[C@@H]3COC4=CC(=C(C=C4[C@@H]3O2)O)OC)O)OC
• InChI: InChI=1S/C18H18O7/c1-21-13-6-12-9(4-11(13)19)16-10(7-24-12)8-5-14(22-2)18(23-3)15(20)17(8)25-16/h4-6,10,16,19-20H,7H2,1-3H3/t10-,16-/m0/s1
• InChI Key: UNGFLSFPWQKVTG-QFYYESIMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL250890

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9587	95.87%
Caco-2	+	0.7440	74.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7497	74.97%
P-glycoprotein inhibitior	-	0.7258	72.58%
P-glycoprotein substrate	-	0.7639	76.39%
CYP3A4 substrate	+	0.5528	55.28%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.6492	64.92%
CYP2C9 inhibition	+	0.5305	53.05%
CYP2C19 inhibition	+	0.7830	78.30%
CYP2D6 inhibition	+	0.5334	53.34%
CYP1A2 inhibition	+	0.8376	83.76%
CYP2C8 inhibition	+	0.6592	65.92%
CYP inhibitory promiscuity	+	0.7930	79.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4855	48.55%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.5233	52.33%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6581	65.81%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8734	87.34%
Acute Oral Toxicity (c)	III	0.6153	61.53%
Estrogen receptor binding	+	0.5648	56.48%
Androgen receptor binding	+	0.5632	56.32%
Thyroid receptor binding	+	0.7738	77.38%
Glucocorticoid receptor binding	+	0.6480	64.80%
Aromatase binding	-	0.7306	73.06%
PPAR gamma	+	0.6715	67.15%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.8060	80.60%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.36%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.37%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.14%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.73%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.38%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.20%	97.09%

Plants that contains it

• Millettia brandisiana

Cross-Links

• PubChem: 24763561
• NPASS: NPC247291
• LOTUS: LTS0100219
• wikiData: Q105275963