(1R,4S,14R,15S,16R,20R,21R)-20-(3,4-dihydroxyphenyl)-14-[(10R,11R)-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]-4,7,8,9,21,24-hexahydroxy-2,12,29-trioxo-3,13,19,27,30-pentaoxaheptacyclo[13.12.3.01,16.05,28.06,11.017,26.018,23]triaconta-5(28),6,8,10,17(26),18(23),24-heptaene-4-carboxylic acid

Details

• Internal ID: d723578b-4278-48a4-895c-8f3e6fb0ca7f
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: (1R,4S,14R,15S,16R,20R,21R)-20-(3,4-dihydroxyphenyl)-14-[(10R,11R)-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]-4,7,8,9,21,24-hexahydroxy-2,12,29-trioxo-3,13,19,27,30-pentaoxaheptacyclo[13.12.3.01,16.05,28.06,11.017,26.018,23]triaconta-5(28),6,8,10,17(26),18(23),24-heptaene-4-carboxylic acid
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C4C5C(OC(=O)C6=CC(=C(C(=C6C7=C(C4(O3)C(=O)OC7(C(=O)O)O)C(=O)O5)O)O)O)C8C(COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC3=C2[C@@H]4[C@H]5[C@@H](OC(=O)C6=CC(=C(C(=C6C7=C([C@@]4(O3)C(=O)O[C@@]7(C(=O)O)O)C(=O)O5)O)O)O)[C@H]8[C@@H](COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C49H34O29/c50-15-2-1-10(3-17(15)52)37-21(56)4-11-16(51)8-23-27(38(11)73-37)29-40-41(39-22(57)9-72-42(64)12-5-18(53)31(58)34(61)24(12)25-13(43(65)74-39)6-19(54)32(59)35(25)62)76-44(66)14-7-20(55)33(60)36(63)26(14)28-30(45(67)75-40)48(29,77-23)47(70)78-49(28,71)46(68)69/h1-3,5-8,21-22,29,37,39-41,50-63,71H,4,9H2,(H,68,69)/t21-,22-,29-,37-,39-,40+,41+,48-,49+/m1/s1
• InChI Key: MMIYRWRTSJNIBU-OSDATCGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₃₄O₂₉
• Molecular Weight: 1086.80 g/mol
• Exact Mass: 1086.11857504 g/mol
• Topological Polar Surface Area (TPSA): 491.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	-	0.8747	87.47%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7865	78.65%
P-glycoprotein inhibitior	+	0.7367	73.67%
P-glycoprotein substrate	+	0.6134	61.34%
CYP3A4 substrate	+	0.7062	70.62%
CYP2C9 substrate	-	0.7990	79.90%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.8542	85.42%
CYP2C9 inhibition	-	0.5345	53.45%
CYP2C19 inhibition	-	0.6880	68.80%
CYP2D6 inhibition	-	0.8334	83.34%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	+	0.7734	77.34%
CYP inhibitory promiscuity	-	0.8650	86.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7242	72.42%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7792	77.92%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7325	73.25%
Acute Oral Toxicity (c)	III	0.3619	36.19%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	+	0.5436	54.36%
Aromatase binding	+	0.5797	57.97%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	99.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.31%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.07%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.81%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.35%	99.15%
CHEMBL4208	P20618	Proteasome component C5	90.14%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.74%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.49%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.43%	96.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.12%	97.31%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.93%	93.40%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.92%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.30%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.88%	96.37%
CHEMBL3194	P02766	Transthyretin	80.83%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.34%	91.19%

Plants that contains it

• Camellia japonica

Cross-Links

• PubChem: 132500308
• LOTUS: LTS0197652
• wikiData: Q105167782