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15-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-8-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-3,12,14-trihydroxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,12,14,16-hexaene-4,19-dione

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

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Internal ID 54c656fc-0ed3-4bdc-ad83-6f5f41603d77
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name 15-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-8-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-3,12,14-trihydroxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,12,14,16-hexaene-4,19-dione
SMILES (Canonical) CC1CC(=O)C2(C3=C(C=CC2(C1)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)O)O)N(C)C)C(=C6C7=C3OC(=O)C(=C8C=NC9=CC=CC=C98)C7=CC(=C6O)C1CC(C(C(O1)C)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)C2=C(C3=C(C4=C(C5=C3C(=C2)C(=C6C=NC7=CC=CC=C76)C(=O)O5)C8(C(=O)CC(CC8(C=C4)O[C@@H]9C[C@H]([C@H]([C@H](O9)C)O[C@@H]1C[C@H]([C@H]([C@H](O1)C)O)O)N(C)C)C)O)O)O)O)O
InChI InChI=1S/C49H56N2O15/c1-20-13-34(54)49(60)40-25(11-12-48(49,18-20)66-36-15-30(51(5)6)45(23(4)63-36)64-35-17-32(53)42(56)22(3)62-35)43(57)39-38-27(14-26(44(39)58)33-16-31(52)41(55)21(2)61-33)37(47(59)65-46(38)40)28-19-50-29-10-8-7-9-24(28)29/h7-12,14,19-23,30-33,35-36,41-42,45,52-53,55-58,60H,13,15-18H2,1-6H3/t20?,21-,22-,23-,30-,31-,32-,33-,35-,36-,41-,42+,45+,48?,49?/m1/s1
InChI Key PMAJQFGAPNPBIB-HPTPKALHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H56N2O15
Molecular Weight 913.00 g/mol
Exact Mass 912.36806908 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.84
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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CHEBI:216649
15-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-8-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-3,12,14-trihydroxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,12,14,16-hexaene-4,19-dione

2D Structure

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2D Structure of 15-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-8-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-3,12,14-trihydroxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,12,14,16-hexaene-4,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8865 88.65%
Caco-2 - 0.8654 86.54%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4120 41.20%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9274 92.74%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9717 97.17%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.8549 85.49%
CYP3A4 substrate + 0.7539 75.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.8824 88.24%
CYP2C9 inhibition - 0.7801 78.01%
CYP2C19 inhibition - 0.7333 73.33%
CYP2D6 inhibition - 0.8064 80.64%
CYP1A2 inhibition - 0.6935 69.35%
CYP2C8 inhibition + 0.7370 73.70%
CYP inhibitory promiscuity - 0.8074 80.74%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4713 47.13%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis + 0.6563 65.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6920 69.20%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8317 83.17%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9403 94.03%
Acute Oral Toxicity (c) III 0.5902 59.02%
Estrogen receptor binding + 0.8351 83.51%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding + 0.6106 61.06%
Glucocorticoid receptor binding + 0.7831 78.31%
Aromatase binding + 0.6229 62.29%
PPAR gamma + 0.8153 81.53%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9885 98.85%

Targets

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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 99.77% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.29% 91.49%
CHEMBL2581 P07339 Cathepsin D 99.20% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.68% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.96% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.37% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.75% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.99% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.68% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.55% 95.64%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 94.50% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.08% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 93.76% 85.11%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 93.35% 96.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 92.66% 95.83%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.55% 83.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.42% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.05% 97.09%
CHEMBL2535 P11166 Glucose transporter 90.37% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.55% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.45% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.51% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.42% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.55% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.22% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.81% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.15% 93.65%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.17% 96.39%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.47% 93.56%

Plants that contains it

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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.
There are no matching plants.

Cross-Links

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PubChem 139586137
LOTUS LTS0055924
wikiData Q77499660