(2R,3S,4S,5R,6R)-6-[(3R)-1,7-bis(4-hydroxyphenyl)heptan-3-yl]oxy-5-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4-diol

Details

• Internal ID: 8dc36c0d-22ce-4c32-8d19-34bebc2b6b44
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2R,3S,4S,5R,6R)-6-[(3R)-1,7-bis(4-hydroxyphenyl)heptan-3-yl]oxy-5-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4-diol
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC(CCCCC3=CC=C(C=C3)O)CCC4=CC=C(C=C4)O)OC5C(C(CO5)(CO)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H](CCCCC3=CC=C(C=C3)O)CCC4=CC=C(C=C4)O)O[C@@H]5[C@H]([C@@](CO5)(CO)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C35H50O16/c36-16-34(44)18-47-32(29(34)42)46-15-25-26(40)27(41)28(51-33-30(43)35(45,17-37)19-48-33)31(50-25)49-24(14-9-21-7-12-23(39)13-8-21)4-2-1-3-20-5-10-22(38)11-6-20/h5-8,10-13,24-33,36-45H,1-4,9,14-19H2/t24-,25-,26-,27+,28-,29-,30-,31-,32-,33-,34+,35+/m1/s1
• InChI Key: ZYZHMHXSPPAVCD-RACJMKAXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₁₆
• Molecular Weight: 726.80 g/mol
• Exact Mass: 726.30988550 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7641	76.41%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8850	88.50%
P-glycoprotein inhibitior	+	0.6871	68.71%
P-glycoprotein substrate	+	0.5992	59.92%
CYP3A4 substrate	+	0.6956	69.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.9023	90.23%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.8244	82.44%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.9058	90.58%
CYP2C8 inhibition	+	0.5675	56.75%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5401	54.01%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.8122	81.22%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8082	80.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7291	72.91%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6820	68.20%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.7606	76.06%
Androgen receptor binding	+	0.6985	69.85%
Thyroid receptor binding	-	0.4949	49.49%
Glucocorticoid receptor binding	-	0.5054	50.54%
Aromatase binding	+	0.5823	58.23%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.6665	66.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7530	75.30%

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	99.18%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.66%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.88%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.25%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.19%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.86%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	88.80%	98.35%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.70%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.54%	86.92%
CHEMBL233	P35372	Mu opioid receptor	87.30%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL206	P03372	Estrogen receptor alpha	86.30%	97.64%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.97%	95.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.57%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.58%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.31%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.64%	92.94%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.61%	96.69%
CHEMBL2514	O95665	Neurotensin receptor 2	81.54%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.26%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.77%	89.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.24%	94.97%

Plants that contains it

• Betula pendula subsp. mandshurica

Cross-Links

• PubChem: 46889082
• LOTUS: LTS0232286
• wikiData: Q105386585