(2R,3R,4S,5S,6R)-2-[[(2S,3S,4R)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 123d6ae7-0ed0-46d5-9beb-b6a86ad8c083
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2S,3S,4R)-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=C2C=C(C=C3)O)COC4C(C(C(C(O4)CO)O)O)O)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]([C@H](CC3=C2C=C(C=C3)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO
• InChI: InChI=1S/C26H34O11/c1-34-18-6-13(7-19(35-2)22(18)30)21-16-8-15(29)4-3-12(16)5-14(17(21)9-27)11-36-26-25(33)24(32)23(31)20(10-28)37-26/h3-4,6-8,14,17,20-21,23-33H,5,9-11H2,1-2H3/t14-,17-,20-,21-,23-,24+,25-,26-/m1/s1
• InChI Key: YVOLNWARBUBFLT-KAEKADOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₁
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.21011190 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5417	54.17%
Caco-2	-	0.8512	85.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.7464	74.64%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6576	65.76%
P-glycoprotein inhibitior	-	0.6103	61.03%
P-glycoprotein substrate	-	0.5713	57.13%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.7680	76.80%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	+	0.6974	69.74%
CYP inhibitory promiscuity	-	0.6057	60.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8076	80.76%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8997	89.97%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.7711	77.11%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.5673	56.73%
Aromatase binding	-	0.5147	51.47%
PPAR gamma	+	0.6142	61.42%
Honey bee toxicity	-	0.8025	80.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8329	83.29%

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	99.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.12%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.97%	89.62%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.70%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.28%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.64%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.61%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.12%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.59%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.02%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.14%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.66%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.35%	95.56%

Plants that contains it

• Pelargonium reniforme

Cross-Links

• PubChem: 101847737
• LOTUS: LTS0253998
• wikiData: Q105365740