[(1S,2R)-1-[(10S,11S)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2-hydroxy-3-oxopropyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: fd7ef8e0-12bf-45d0-923c-f6d788c52ae1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2R)-1-[(10S,11S)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2-hydroxy-3-oxopropyl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C(C(C=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]([C@H](C=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
• InChI: InChI=1S/C27H22O18/c28-5-14(33)23(44-25(40)7-1-10(29)18(35)11(30)2-7)24-15(34)6-43-26(41)8-3-12(31)19(36)21(38)16(8)17-9(27(42)45-24)4-13(32)20(37)22(17)39/h1-5,14-15,23-24,29-39H,6H2/t14-,15-,23-,24-/m0/s1
• InChI Key: XKVYZLLWKHGKMT-BEJOYRPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₈
• Molecular Weight: 634.50 g/mol
• Exact Mass: 634.08061385 g/mol
• Topological Polar Surface Area (TPSA): 319.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.9234	92.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5315	53.15%
OATP2B1 inhibitior	+	0.5815	58.15%
OATP1B1 inhibitior	+	0.7216	72.16%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7061	70.61%
P-glycoprotein inhibitior	+	0.6924	69.24%
P-glycoprotein substrate	-	0.6972	69.72%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8629	86.29%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8241	82.41%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7630	76.30%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7739	77.39%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.7537	75.37%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	-	0.5656	56.56%
Glucocorticoid receptor binding	-	0.5096	50.96%
Aromatase binding	-	0.6970	69.70%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	99.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.63%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.36%	83.00%
CHEMBL4208	P20618	Proteasome component C5	88.17%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.50%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.22%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.79%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL3194	P02766	Transthyretin	86.04%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.04%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.84%	98.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.24%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.24%	92.62%

Plants that contains it

• Oenothera tetraptera

Cross-Links

• PubChem: 154496620
• LOTUS: LTS0071066
• wikiData: Q105329733