[5-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone

Details

• Internal ID: ba802315-badb-43c4-b52b-521175bab2ac
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [5-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C(C(CO3)C(=O)C4=CC(=C(C(=C4)OC)O)OC)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)C3C(C(CO3)C(=O)C4=CC(=C(C(=C4)OC)O)OC)CO
• InChI: InChI=1S/C28H36O14/c1-36-16-5-12(6-17(37-2)22(16)32)21(31)15-11-40-26(14(15)9-29)13-7-18(38-3)27(19(8-13)39-4)42-28-25(35)24(34)23(33)20(10-30)41-28/h5-8,14-15,20,23-26,28-30,32-35H,9-11H2,1-4H3/t14?,15?,20-,23-,24+,25-,26?,28+/m1/s1
• InChI Key: KGPZPQVOOMBQIF-RANQGIQDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₄
• Molecular Weight: 596.60 g/mol
• Exact Mass: 596.21050582 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6075	60.75%
Caco-2	-	0.8486	84.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8072	80.72%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5577	55.77%
P-glycoprotein inhibitior	+	0.6134	61.34%
P-glycoprotein substrate	-	0.6676	66.76%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	-	0.5172	51.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.8633	86.33%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6640	66.40%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9338	93.38%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.6693	66.93%
Thyroid receptor binding	+	0.6148	61.48%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	+	0.5177	51.77%
PPAR gamma	+	0.6438	64.38%
Honey bee toxicity	-	0.7825	78.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7833	78.33%
Fish aquatic toxicity	+	0.9261	92.61%

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	99.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.62%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.15%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.32%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.81%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.91%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.25%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.21%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.82%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.31%	89.44%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.60%	94.00%

Plants that contains it

• Acanthus ebracteatus
• Magnolia grandiflora

Cross-Links

• PubChem: 5319199
• LOTUS: LTS0143202
• wikiData: Q105140917