PlantaeDB Logo
Login Sign-up

[(10R,11R)-10-[(14S,15R,19R)-2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] (1S,2R,22R,25S)-22-[(10R,11R)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-6,7,12,15,16,17-hexahydroxy-11,20,24-trioxo-9,21,23-trioxahexacyclo[11.9.3.02,10.03,8.010,25.014,19]pentacosa-3(8),4,6,12,14,16,18-heptaene-4-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID dabe8ea4-a0a5-460f-ae54-4f8d0825a101
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11R)-10-[(14S,15R,19R)-2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] (1S,2R,22R,25S)-22-[(10R,11R)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-6,7,12,15,16,17-hexahydroxy-11,20,24-trioxo-9,21,23-trioxahexacyclo[11.9.3.02,10.03,8.010,25.014,19]pentacosa-3(8),4,6,12,14,16,18-heptaene-4-carboxylate
SMILES (Canonical) C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C6C7=C(C(=C(C=C7C(=O)OC8COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)OC8C1C2C(C3=C(C(=C(C(=C3C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)OC61C(C(=C(C1=O)O)C1=C(C(=C(C=C1C(=O)O4)O)O)O)C(=O)O5)OC(=O)C1=CC(=C(C(=C1)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]4[C@@H]5[C@H]6C7=C(C(=C(C=C7C(=O)O[C@@H]8COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O[C@H]8[C@@H]1[C@H]2[C@@H](C3=C(C(=C(C(=C3C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)OC61[C@H](C(=C(C1=O)O)C1=C(C(=C(C=C1C(=O)O4)O)O)O)C(=O)O5)OC(=O)C1=CC(=C(C(=C1)O)O)O
InChI InChI=1S/C81H52O50/c82-20-1-12(2-21(83)44(20)91)71(111)123-29-10-121-72(112)13-3-22(84)45(92)52(99)31(13)33-15(5-24(86)47(94)54(33)101)75(115)125-63(29)68-66-42-37-19(9-28(90)51(98)65(37)131-81(42)43(80(120)127-66)40(61(108)70(81)110)36-18(78(118)129-68)8-27(89)50(97)57(36)104)74(114)124-30-11-122-73(113)14-4-23(85)46(93)53(100)32(14)34-16(6-25(87)48(95)55(34)102)76(116)126-64(30)69-67-60(107)41-39(79(119)128-67)38(58(105)62(109)59(41)106)35-17(77(117)130-69)7-26(88)49(96)56(35)103/h1-9,29-30,42-43,60,63-64,66-69,82-109H,10-11H2/t29-,30-,42-,43-,60-,63-,64-,66+,67-,68+,69-,81?/m1/s1
InChI Key FBESLSFODOCWHD-SEWSTLHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C81H52O50
Molecular Weight 1825.20 g/mol
Exact Mass 1824.1526326 g/mol
Topological Polar Surface Area (TPSA) 856.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 50
H-Bond Donor 28
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(10R,11R)-10-[(14S,15R,19R)-2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] (1S,2R,22R,25S)-22-[(10R,11R)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-6,7,12,15,16,17-hexahydroxy-11,20,24-trioxo-9,21,23-trioxahexacyclo[11.9.3.02,10.03,8.010,25.014,19]pentacosa-3(8),4,6,12,14,16,18-heptaene-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9101 91.01%
Caco-2 - 0.8600 86.00%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7959 79.59%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.7652 76.52%
OATP1B3 inhibitior + 0.9429 94.29%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7439 74.39%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.6983 69.83%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8481 84.81%
CYP3A4 inhibition - 0.7463 74.63%
CYP2C9 inhibition + 0.5397 53.97%
CYP2C19 inhibition + 0.5182 51.82%
CYP2D6 inhibition - 0.8290 82.90%
CYP1A2 inhibition - 0.7848 78.48%
CYP2C8 inhibition + 0.7983 79.83%
CYP inhibitory promiscuity - 0.5071 50.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4984 49.84%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.7759 77.59%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7287 72.87%
Micronuclear + 0.7933 79.33%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7643 76.43%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.5653 56.53%
Acute Oral Toxicity (c) III 0.4647 46.47%
Estrogen receptor binding + 0.7398 73.98%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.5606 56.06%
Glucocorticoid receptor binding + 0.5627 56.27%
Aromatase binding + 0.6041 60.41%
PPAR gamma + 0.7483 74.83%
Honey bee toxicity - 0.6338 63.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9813 98.13%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.29% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.64% 91.49%
CHEMBL2581 P07339 Cathepsin D 92.61% 98.95%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 91.92% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.91% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.80% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.80% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.72% 83.00%
CHEMBL2535 P11166 Glucose transporter 89.42% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.92% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.84% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.05% 96.38%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.39% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.22% 95.89%
CHEMBL3180 O00748 Carboxylesterase 2 87.09% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.92% 94.42%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.85% 93.03%
CHEMBL4530 P00488 Coagulation factor XIII 83.60% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.47% 91.24%
CHEMBL3194 P02766 Transthyretin 83.15% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.00% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.96% 92.88%
CHEMBL4208 P20618 Proteasome component C5 82.77% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.27% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.30% 100.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Rhoiptelea chiliantha

Cross-Links

Top
PubChem 100968366
LOTUS LTS0206922
wikiData Q104992587