(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(8R,9R,16R)-4,6,14-trihydroxy-8,16-bis(4-hydroxyphenyl)-12-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaenyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: c47c9f7a-0486-445c-bfc8-aae6f95ce004
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(8R,9R,16R)-4,6,14-trihydroxy-8,16-bis(4-hydroxyphenyl)-12-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaenyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C2C5=C3C=C(C=C5O)OC6C(C(C(C(O6)CO)O)O)O)C=C(C=C4O)O)C7=CC=C(C=C7)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H]3[C@@H](C4=C(C2C5=C3C=C(C=C5O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=C(C=C4O)O)C7=CC=C(C=C7)O)O
• InChI: InChI=1S/C34H32O11/c35-13-24-31(41)32(42)33(43)34(45-24)44-19-11-21-28(23(40)12-19)30-20-9-18(38)10-22(39)27(20)25(14-1-5-16(36)6-2-14)29(21)26(30)15-3-7-17(37)8-4-15/h1-12,24-26,29-43H,13H2/t24-,25-,26-,29+,30?,31-,32+,33-,34-/m1/s1
• InChI Key: SYAOMSZLLBLTAU-DFZKQPIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂O₁₁
• Molecular Weight: 616.60 g/mol
• Exact Mass: 616.19446183 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5550	55.50%
Caco-2	-	0.9348	93.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7254	72.54%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8090	80.90%
CYP3A4 substrate	+	0.6044	60.44%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.8629	86.29%
CYP2C19 inhibition	-	0.7043	70.43%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	+	0.7426	74.26%
CYP inhibitory promiscuity	-	0.6060	60.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8342	83.42%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.5391	53.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7779	77.79%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5673	56.73%
Acute Oral Toxicity (c)	III	0.4456	44.56%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.7159	71.59%
Thyroid receptor binding	+	0.6548	65.48%
Glucocorticoid receptor binding	-	0.5368	53.68%
Aromatase binding	+	0.5838	58.38%
PPAR gamma	+	0.7840	78.40%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8394	83.94%

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	99.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.71%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.70%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	91.34%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.22%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.29%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.38%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.69%	94.73%
CHEMBL3194	P02766	Transthyretin	84.77%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.73%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.08%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.55%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.59%	95.78%

Plants that contains it

• Upuna borneensis

Cross-Links

• PubChem: 163187058
• LOTUS: LTS0033163
• wikiData: Q105263441