(+)-Byakangelicin

Details

• Internal ID: 944cdb2e-f229-439a-ab71-5c52e0dade80
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 9-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H18O7/c1-17(2,20)11(18)8-23-16-14-10(6-7-22-14)13(21-3)9-4-5-12(19)24-15(9)16/h4-7,11,18,20H,8H2,1-3H3/t11-/m1/s1
• InChI Key: PKRPFNXROFUNDE-LLVKDONJSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 482-25-7
• Biacangelicin
• Bjacangelicin
• Bjakangelicin
• Byankagelicine
• (+)-Byakangelicin
• 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-(2,3-dihydroxy-3-methylbutoxy)-4-methoxy-, (R)-
• LE80Z850I1
• DTXSID70197456
• 9-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one
• 9-[(2R)-2,3-dihydroxy-3-methyl-butoxy]-4-methoxy-furo[3,2-g]chromen-7-one
• 9-((2R)-2,3-dihydroxy-3-methylbutoxy)-4-methoxyfuro(3,2-g)chromen-7-one
• 9-((2R)-2,3-dihydroxy-3-methyl-butoxy)-4-methoxy-furo(3,2-g)chromen-7-one
• RefChem:122437
• GlyTouCan:G43974XD
• DTXCID80119947
• G43974XD
• 866-253-1
• Byacangelicin
• Byak-angelicin
• 7H-Furo[3,2-g][1]benzopyran-7-one,9-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4-methoxy-
• CHEBI:3250
• C17H18O7
• (R)-9-(2,3-dihydroxy-3-methylbutoxy)-4-methoxy-7H-furo[3,2-g]chromen-7-one
• (R)-9-(2,3-Dihydroxy-3-methylbutoxy)-4-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one
• Byakangelicine
• 9-(2,3-Dihydroxy-3-methylbutoxy)-4-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one
• 9-{[(2r)-2,3-dihydroxy-3-methylbutyl]oxy}-4-methoxy-7h-furo[3,2-g]chromen-7-one
• MLS000574875
• UNII-LE80Z850I1
• BYAKANGELICIN, (+)-
• CHEMBL508648
• orb1301467
• SCHEMBL28985144
• SCHEMBL29419510
• Biacangelicin, analytical standard
• HMS2194N09
• HY-N6022
• BDBM50361390
• AKOS032949081
• FB65595
• NCGC00247536-01
• AC-33998
• BS-17100
• DA-51493
• SMR000156212
• CS-0032189
• NS00100876
• C09141
• Q3639306
• 5-METHOXY-8-(2,3-DIHYDROXY-3-METHYLBUTOXY)PSORALENE
• 26091-78-1
• 7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE, 9-((2R)-2,3-DIHYDROXY-3-METHYLBUTOXY)-4-METHOXY-
• 9-((2R)-2,3-DIHYDROXY-3-METHYLBUTOXY)-4-METHOXY-7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	-	0.6261	62.61%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.8331	83.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5211	52.11%
P-glycoprotein inhibitior	-	0.6847	68.47%
P-glycoprotein substrate	-	0.7416	74.16%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.8579	85.79%
CYP2D6 inhibition	-	0.8449	84.49%
CYP1A2 inhibition	-	0.7040	70.40%
CYP2C8 inhibition	-	0.6156	61.56%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5403	54.03%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7784	77.84%
Skin irritation	-	0.8049	80.49%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4066	40.66%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8170	81.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8882	88.82%
Acute Oral Toxicity (c)	III	0.6931	69.31%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	+	0.5840	58.40%
Glucocorticoid receptor binding	+	0.7474	74.74%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.8260	82.60%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8597	85.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4822	P56817	Beta-secretase 1	219700 nM	IC50	PMID: 22222157
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.20%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.83%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.55%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.51%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.13%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.42%	94.03%

Plants that contains it

• Amyris lineata
• Angelica dahurica
• Angelica japonica
• Angelica komarovii
• Angelica pachycarpa
• Bergera koenigii
• Citrus medica
• Dorstenia gigas
• Glehnia littoralis
• Heracleum leskovii
• Heracleum sphondylium
• Magydaris pastinacea
• Thamnosma montana
• Thamnosma rhodesica
• Triphasia trifolia
• Xanthogalum sachokianum
• Xanthogalum tatianae

Cross-Links

• PubChem: 10211
• NPASS: NPC224165
• ChEMBL: CHEMBL508648
• LOTUS: LTS0166000
• wikiData: Q3639306