[7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enoate

Details

• Internal ID: 65f6234d-7864-462e-af88-6ceaab530b11
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]prop-2-enoate
• SMILES (Canonical): CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC)O
• SMILES (Isomeric): CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC)O
• InChI: InChI=1S/C35H44O16/c1-35(44)14-24(19-10-11-47-33(28(19)35)51-34-32(43)31(42)30(41)26(16-37)50-34)49-27(39)9-5-17-4-8-21(23(12-17)46-3)48-25(15-36)29(40)18-6-7-20(38)22(13-18)45-2/h4-13,19,24-26,28-34,36-38,40-44H,14-16H2,1-3H3
• InChI Key: JIVIWZFMKMYTDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₆
• Molecular Weight: 720.70 g/mol
• Exact Mass: 720.26293531 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 16
• 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	+	0.6717	67.17%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4823	48.23%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8654	86.54%
P-glycoprotein inhibitior	+	0.7061	70.61%
P-glycoprotein substrate	+	0.6621	66.21%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.9267	92.67%
CYP2C19 inhibition	-	0.8843	88.43%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8300	83.00%
CYP2C8 inhibition	+	0.7300	73.00%
CYP inhibitory promiscuity	-	0.8558	85.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5785	57.85%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.8004	80.04%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8483	84.83%
Micronuclear	+	0.5174	51.74%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9599	95.99%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	+	0.6167	61.67%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.7183	71.83%
Aromatase binding	+	0.5492	54.92%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8826	88.26%

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	99.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.88%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.70%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.83%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.17%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.60%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.63%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.09%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.76%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.46%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.93%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.15%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.93%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.92%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.06%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.29%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.02%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.02%	82.50%
CHEMBL220	P22303	Acetylcholinesterase	80.65%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.30%	95.50%

Plants that contains it

• Buddleja davidii

Cross-Links

• PubChem: 162900776
• LOTUS: LTS0107493
• wikiData: Q105129374