(1R,2R,3S,4R,10R,11R)-3,11-bis(4-hydroxyphenyl)-4-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol

Details

• Internal ID: d52da0a9-d01d-42fd-a53a-e8ac60a28ea9
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (1R,2R,3S,4R,10R,11R)-3,11-bis(4-hydroxyphenyl)-4-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C4C5=C(C=C(C=C5)O)C(C(C6=C4C(=CC(=C6)O)O)C7=C(C=C(C(=C37)C2C8=CC(=CC(=C8)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@H]2[C@@H]3[C@@H]4C5=C(C=C(C=C5)O)[C@H]([C@H](C6=C4C(=CC(=C6)O)O)C7=C(C=C(C(=C37)[C@H]2C8=CC(=CC(=C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C48H42O14/c49-18-34-45(58)46(59)47(60)48(62-34)61-27-12-21(11-25(53)13-27)37-36(20-3-7-23(51)8-4-20)43-39-28-10-9-24(52)14-29(28)35(19-1-5-22(50)6-2-19)40(30-15-26(54)16-31(55)38(30)39)42-33(57)17-32(56)41(37)44(42)43/h1-17,34-37,39-40,43,45-60H,18H2/t34-,35-,36-,37+,39-,40+,43-,45-,46+,47-,48-/m1/s1
• InChI Key: VJNCSOQWERNPTK-PPZBUIQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₄₂O₁₄
• Molecular Weight: 842.80 g/mol
• Exact Mass: 842.25745601 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5550	55.50%
Caco-2	-	0.9066	90.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7738	77.38%
P-glycoprotein inhibitior	+	0.5842	58.42%
P-glycoprotein substrate	-	0.6011	60.11%
CYP3A4 substrate	+	0.6540	65.40%
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	+	0.7756	77.56%
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	-	0.8812	88.12%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8456	84.56%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.4456	44.56%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.7277	72.77%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	+	0.5351	53.51%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.7017	70.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	99.11%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.39%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.85%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.86%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.54%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.16%	86.92%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.22%	85.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.19%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.83%	97.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.06%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.12%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.03%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.82%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.34%	95.83%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.05%	94.45%

Plants that contains it

• Cotylelobium lanceolatum

Cross-Links

• PubChem: 154497657
• LOTUS: LTS0181894
• wikiData: Q105287380