[2-[5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-4,5-dihydroxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]phenyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: f3ae17e9-dbb2-4e61-9873-67c48253ea48
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: [2-[5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-4,5-dihydroxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]phenyl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)C2=C(C(=CC(=C2C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)C2=C(C(=CC(=C2C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H34O21/c1-8-21(41)26(46)28(48)30(51-8)20-19(16(6-14(40)23(20)43)53-33(50)9-2-12(38)22(42)13(39)3-9)31-32(25(45)18-11(37)4-10(36)5-15(18)52-31)55-34-29(49)27(47)24(44)17(7-35)54-34/h2-6,8,17,21,24,26-30,34-44,46-49H,7H2,1H3/t8-,17-,21-,24+,26+,27+,28+,29-,30?,34+/m1/s1
• InChI Key: KCGNEJMISVWXCF-CWNJIBBWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄O₂₁
• Molecular Weight: 778.60 g/mol
• Exact Mass: 778.15925809 g/mol
• Topological Polar Surface Area (TPSA): 364.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5924	59.24%
Caco-2	-	0.9074	90.74%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.7459	74.59%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5584	55.84%
P-glycoprotein inhibitior	-	0.4391	43.91%
P-glycoprotein substrate	+	0.5905	59.05%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	0.6425	64.25%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.8320	83.20%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5972	59.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9245	92.45%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.8503	85.03%
Androgen receptor binding	+	0.6510	65.10%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.5894	58.94%
Aromatase binding	+	0.5202	52.02%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.7198	71.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8751	87.51%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.48%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.50%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.25%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.12%	95.64%
CHEMBL3194	P02766	Transthyretin	91.24%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.21%	94.42%
CHEMBL4208	P20618	Proteasome component C5	85.85%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.18%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.68%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.12%	90.71%

Plants that contains it

• Schinus molle

Cross-Links

• PubChem: 162817587
• LOTUS: LTS0166601
• wikiData: Q105138727