(2'R,3S)-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-4-[(E)-2-[(2'R,3R)-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-2-oxospiro[1-benzofuran-3,3'-2H-1-benzofuran]-4-yl]ethenyl]spiro[1-benzofuran-3,3'-2H-1-benzofuran]-2-one

Details

• Internal ID: db3d16a8-8110-4068-a03c-c96fb3bed0b7
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2'R,3S)-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-4-[(E)-2-[(2'R,3R)-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-2-oxospiro[1-benzofuran-3,3'-2H-1-benzofuran]-4-yl]ethenyl]spiro[1-benzofuran-3,3'-2H-1-benzofuran]-2-one
• SMILES (Canonical): COC1=C(C=C(C2=C1OC(=O)C23C(OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)C=CC6=C7C(=CC(=C6)O)OC(=O)C78C(OC9=CC(=CC(=C89)O)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): COC1=C(C=C(C2=C1OC(=O)[C@@]23[C@H](OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)/C=C/C6=C7C(=CC(=C6)O)OC(=O)[C@]78[C@H](OC9=CC(=CC(=C89)O)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C45H30O15/c1-56-38-30(53)13-22(35-39(38)60-43(55)45(35)37-29(52)15-27(50)18-33(37)58-41(45)20-6-10-24(47)11-7-20)3-2-21-12-25(48)16-31-34(21)44(42(54)59-31)36-28(51)14-26(49)17-32(36)57-40(44)19-4-8-23(46)9-5-19/h2-18,40-41,46-53H,1H3/b3-2+/t40-,41-,44-,45+/m1/s1
• InChI Key: GOKWLJPUFBDARA-FWAKVYINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₃₀O₁₅
• Molecular Weight: 810.70 g/mol
• Exact Mass: 810.15847025 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7136	71.36%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8145	81.45%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9408	94.08%
P-glycoprotein inhibitior	+	0.7777	77.77%
P-glycoprotein substrate	-	0.7602	76.02%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.7508	75.08%
CYP3A4 inhibition	+	0.6284	62.84%
CYP2C9 inhibition	+	0.7906	79.06%
CYP2C19 inhibition	-	0.6714	67.14%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.9213	92.13%
CYP2C8 inhibition	+	0.7167	71.67%
CYP inhibitory promiscuity	+	0.6607	66.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5796	57.96%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8784	87.84%
Skin irritation	-	0.7132	71.32%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8176	81.76%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5290	52.90%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6153	61.53%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.7446	74.46%
Aromatase binding	+	0.5353	53.53%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.7729	77.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5134	51.34%
Fish aquatic toxicity	+	0.9861	98.61%

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	98.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.52%	93.40%
CHEMBL3194	P02766	Transthyretin	92.71%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.04%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.55%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.91%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.40%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.15%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.94%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%

Plants that contains it

• Yucca gloriosa

Cross-Links

• PubChem: 102380005
• LOTUS: LTS0139474
• wikiData: Q104400200