(2S,3R,4S,5R,6R)-2-[4-[(2,7-dihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)methyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: cdbb1cc0-399f-4cd5-b1bf-953d90b766b7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[4-[(2,7-dihydroxy-4-methoxy-9,10-dihydrophenanthren-1-yl)methyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C2C(=C(C(=C1)O)CC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)CCC5=C2C=CC(=C5)O
• SMILES (Isomeric): COC1=C2C(=C(C(=C1)O)CC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)CCC5=C2C=CC(=C5)O
• InChI: InChI=1S/C28H30O9/c1-35-22-12-21(31)20(19-8-4-15-11-16(30)5-9-18(15)24(19)22)10-14-2-6-17(7-3-14)36-28-27(34)26(33)25(32)23(13-29)37-28/h2-3,5-7,9,11-12,23,25-34H,4,8,10,13H2,1H3/t23-,25+,26+,27-,28-/m1/s1
• InChI Key: UYBXSAYNPDHMBB-FWZZJMFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₉
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.18898253 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5537	55.37%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7169	71.69%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9167	91.67%
P-glycoprotein inhibitior	+	0.6022	60.22%
P-glycoprotein substrate	-	0.5601	56.01%
CYP3A4 substrate	+	0.6849	68.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.8468	84.68%
CYP2C19 inhibition	-	0.6308	63.08%
CYP2D6 inhibition	-	0.8462	84.62%
CYP1A2 inhibition	-	0.5244	52.44%
CYP2C8 inhibition	+	0.8088	80.88%
CYP inhibitory promiscuity	-	0.7846	78.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7143	71.43%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9294	92.94%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8849	88.49%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8472	84.72%
Acute Oral Toxicity (c)	III	0.6779	67.79%
Estrogen receptor binding	+	0.7726	77.26%
Androgen receptor binding	+	0.6553	65.53%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	-	0.4654	46.54%
Aromatase binding	+	0.5205	52.05%
PPAR gamma	+	0.7191	71.91%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8082	80.82%

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	97.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.53%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.80%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.81%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.78%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.78%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	94.10%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.09%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.72%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.08%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.94%	96.21%
CHEMBL4208	P20618	Proteasome component C5	91.21%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.11%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.26%	95.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.93%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	85.25%	95.12%
CHEMBL2535	P11166	Glucose transporter	84.59%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.04%	85.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.64%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.51%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.88%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.75%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.22%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.14%	82.67%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.73%	94.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.57%	96.69%
CHEMBL261	P00915	Carbonic anhydrase I	80.33%	96.76%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.01%	95.50%

Plants that contains it

• Bletilla striata

Cross-Links

• PubChem: 162961559
• LOTUS: LTS0006340
• wikiData: Q105281270