(2R,3S,4S,5S,6R)-2-[4-[(2R,3R)-2,3-bis(hydroxymethyl)-4-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]butyl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: cc0105d0-15dd-4c64-bf0e-e7517b2ebd27
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3S,4S,5S,6R)-2-[4-[(2R,3R)-2,3-bis(hydroxymethyl)-4-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]butyl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)CC(CO)C(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)C)O)O)O)OC)CO)OC)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC2=C(C=C(C=C2)C[C@@H](CO)[C@@H](CC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)OC)CO)OC)O)O)O
• InChI: InChI=1S/C32H46O14/c1-15-25(35)27(37)29(39)31(43-15)45-21-7-5-17(11-23(21)41-3)9-19(13-33)20(14-34)10-18-6-8-22(24(12-18)42-4)46-32-30(40)28(38)26(36)16(2)44-32/h5-8,11-12,15-16,19-20,25-40H,9-10,13-14H2,1-4H3/t15-,16+,19-,20-,25-,26+,27+,28-,29+,30-,31-,32+/m0/s1
• InChI Key: QJZLDNDBKPCTBY-JDWOXILISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₄
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.28875614 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8545	85.45%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6135	61.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8521	85.21%
P-glycoprotein inhibitior	+	0.6585	65.85%
P-glycoprotein substrate	-	0.6634	66.34%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7891	78.91%
CYP3A4 inhibition	-	0.8413	84.13%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8827	88.27%
CYP2C8 inhibition	+	0.6423	64.23%
CYP inhibitory promiscuity	-	0.7157	71.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.8514	85.14%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8660	86.60%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.9104	91.04%
Acute Oral Toxicity (c)	III	0.7061	70.61%
Estrogen receptor binding	+	0.7979	79.79%
Androgen receptor binding	+	0.5462	54.62%
Thyroid receptor binding	+	0.5834	58.34%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	+	0.5533	55.33%
PPAR gamma	+	0.6599	65.99%
Honey bee toxicity	-	0.8270	82.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8443	84.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	90.01%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.86%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.45%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.87%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.37%	92.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.50%	97.31%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.94%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	82.19%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	81.27%	94.73%
CHEMBL5747	Q92793	CREB-binding protein	81.15%	95.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.03%	97.14%

Plants that contains it

• Parsonsia alboflavescens

Cross-Links

• PubChem: 162983695
• LOTUS: LTS0273740
• wikiData: Q105222984