[(1S,8R,9R,18R,19S,21R,22S)-7,7,8,12,13,22-hexahydroxy-21-(hydroxymethyl)-3,6,16-trioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.18,11.04,9.010,15]tricosa-4,10,12,14-tetraen-19-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 98d49867-5ec5-4c8c-b331-142dc4fcc1dc
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,8R,9R,18R,19S,21R,22S)-7,7,8,12,13,22-hexahydroxy-21-(hydroxymethyl)-3,6,16-trioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.18,11.04,9.010,15]tricosa-4,10,12,14-tetraen-19-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)OC(=O)C4=CC(=O)C(C5(C4C6=C(O5)C(=C(C=C6C(=O)O3)O)O)O)(O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@H]3[C@H]([C@@H]([C@H](O2)CO)OC(=O)C4=CC(=O)C([C@]5([C@@H]4C6=C(O5)C(=C(C=C6C(=O)O3)O)O)O)(O)O)O
• InChI: InChI=1S/C27H22O19/c28-5-12-19-18(35)21(25(42-12)45-22(36)6-1-9(29)16(33)10(30)2-6)44-23(37)7-3-11(31)17(34)20-14(7)15-8(24(38)43-19)4-13(32)26(39,40)27(15,41)46-20/h1-4,12,15,18-19,21,25,28-31,33-35,39-41H,5H2/t12-,15+,18+,19-,21-,25+,27-/m1/s1
• InChI Key: CXTMLIMZRPKULL-DDKHUQCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₉
• Molecular Weight: 650.50 g/mol
• Exact Mass: 650.07552847 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.04
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

• 161275-90-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6245	62.45%
Caco-2	-	0.8985	89.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7086	70.86%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.7025	70.25%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6302	63.02%
P-glycoprotein inhibitior	+	0.6924	69.24%
P-glycoprotein substrate	-	0.5356	53.56%
CYP3A4 substrate	+	0.6813	68.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.7601	76.01%
CYP2C9 inhibition	-	0.6180	61.80%
CYP2C19 inhibition	-	0.6195	61.95%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	-	0.7818	78.18%
CYP2C8 inhibition	+	0.6498	64.98%
CYP inhibitory promiscuity	-	0.5797	57.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8827	88.27%
Skin irritation	-	0.7547	75.47%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8819	88.19%
Acute Oral Toxicity (c)	III	0.4426	44.26%
Estrogen receptor binding	+	0.7410	74.10%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	-	0.5641	56.41%
Glucocorticoid receptor binding	-	0.4924	49.24%
Aromatase binding	+	0.5656	56.56%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.7109	71.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9639	96.39%

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	99.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.76%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.52%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.76%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.16%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.13%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.41%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.33%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Acalypha australis
• Bischofia javanica
• Carpinus laxiflora
• Euphorbia helioscopia
• Euphorbia jolkinii
• Euphorbia makinoi
• Excoecaria kawakamii
• Geranium thunbergii
• Macaranga sinensis
• Macaranga tanarius
• Mallotus japonicus
• Mallotus repandus
• Phyllanthus amarus
• Phyllanthus emblica
• Phyllanthus sellowianus
• Phyllanthus virgatus
• Triadica sebifera

Cross-Links

• PubChem: 101921699
• NPASS: NPC9331
• LOTUS: LTS0192242
• wikiData: Q104396009