2-[3,4-Dihydroxy-5-[2-hydroxy-5-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-3-methoxyphenyl]phenyl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: b6c95f4f-ccba-46a4-a515-9506f2fb48b7
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 2-[3,4-dihydroxy-5-[2-hydroxy-5-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-3-methoxyphenyl]phenyl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C3C(C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)C5C6COC(C6CO5)C7=CC(=C(C=C7)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C3C(C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)C5C6COC(C6CO5)C7=CC(=C(C=C7)O)OC
• InChI: InChI=1S/C35H32O13/c1-44-25-8-14(3-4-22(25)37)33-20-12-47-34(21(20)13-46-33)16-6-19(30(41)27(9-16)45-2)18-5-15(7-24(39)29(18)40)35-32(43)31(42)28-23(38)10-17(36)11-26(28)48-35/h3-11,20-21,32-41,43H,12-13H2,1-2H3
• InChI Key: TXOKTGDAECRVPW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₂O₁₃
• Molecular Weight: 660.60 g/mol
• Exact Mass: 660.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9083	90.83%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	+	0.5595	55.95%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7896	78.96%
P-glycoprotein inhibitior	+	0.7322	73.22%
P-glycoprotein substrate	-	0.6714	67.14%
CYP3A4 substrate	+	0.6569	65.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	+	0.6510	65.10%
CYP2C9 inhibition	-	0.6694	66.94%
CYP2C19 inhibition	+	0.5790	57.90%
CYP2D6 inhibition	-	0.8124	81.24%
CYP1A2 inhibition	-	0.6170	61.70%
CYP2C8 inhibition	+	0.7739	77.39%
CYP inhibitory promiscuity	+	0.6873	68.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7992	79.92%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7974	79.74%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.6940	69.40%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.7490	74.90%
Thyroid receptor binding	+	0.6148	61.48%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.5471	54.71%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.7409	74.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.66%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.68%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.09%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.07%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.64%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.60%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.52%	92.94%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL3194	P02766	Transthyretin	86.93%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.04%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.38%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.03%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.65%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

• Pseudotsuga menziesii

Cross-Links

• PubChem: 162955463
• LOTUS: LTS0176488
• wikiData: Q105266882