CID 134715106

Details

• Internal ID: 44cc0835-2d3e-4c6b-8194-e42bb7ca9d0f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC(CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC4=C(C=C3O)OC(C4C5=CC(=CC(=C5)O)O)C6=CC=C(C=C6)O)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@H](CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC4=C(C=C3O)O[C@H]([C@@H]4C5=CC(=CC(=C5)O)O)C6=CC=C(C=C6)O)C(=C)C)C
• InChI: InChI=1S/C39H38O9/c1-19(2)5-6-22(20(3)4)13-28-30(43)16-32(45)37-33(46)18-34(48-39(28)37)27-15-29-35(17-31(27)44)47-38(21-7-9-24(40)10-8-21)36(29)23-11-25(41)14-26(42)12-23/h5,7-12,14-17,22,34,36,38,40-45H,3,6,13,18H2,1-2,4H3/t22-,34?,36-,38+/m1/s1
• InChI Key: DBXQAEOPCKROBN-OKPFHGMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₈O₉
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.25158279 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.98
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• 136997-69-8
• 2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.7641	76.41%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	+	0.8124	81.24%
P-glycoprotein substrate	+	0.5401	54.01%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.5224	52.24%
CYP2C9 inhibition	+	0.8259	82.59%
CYP2C19 inhibition	+	0.8196	81.96%
CYP2D6 inhibition	-	0.7705	77.05%
CYP1A2 inhibition	+	0.7489	74.89%
CYP2C8 inhibition	+	0.6976	69.76%
CYP inhibitory promiscuity	+	0.9137	91.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5822	58.22%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	+	0.5509	55.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.8934	89.34%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7504	75.04%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7239	72.39%
Acute Oral Toxicity (c)	III	0.3874	38.74%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.7641	76.41%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.7200	72.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7141	71.41%
Honey bee toxicity	-	0.6767	67.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	95.65%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL240	Q12809	HERG	92.51%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.33%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.52%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.86%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.25%	99.23%
CHEMBL233	P35372	Mu opioid receptor	85.03%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.55%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.12%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.82%	95.93%
CHEMBL4208	P20618	Proteasome component C5	81.25%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.20%	99.15%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.17%	96.37%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.08%	94.80%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.38%	100.00%

Plants that contains it

• Sophora davidii
• Sophora leachiana
• Sophora moorcroftiana
• Sophora stenophylla

Cross-Links

• PubChem: 134715106
• LOTUS: LTS0000761
• wikiData: Q104397763