PlantaeDB Logo
Login Sign-up

[6-[(2R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4Z,6Z,9R,10R,12S,13R,14Z,16E)-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

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 80dd0566-feec-433e-8914-5939419c7b24
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [6-[(2R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4Z,6Z,9R,10R,12S,13R,14Z,16E)-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
SMILES (Canonical) CC=CC1C(C(CC(O1)(C(C)C(C(C)C2C(C=CC=C(CC(C(CC(C(C=C(C=C(C(=O)O2)OC)C)C)O)O)C)C)OC)O)O)OC3CC(C(C(O3)C)OC(=O)N)O)C
SMILES (Isomeric) C/C=C/[C@@H]1[C@H](C(C[C@@](O1)([C@@H](C)[C@@H]([C@H](C)[C@@H]2[C@H](/C=C\C=C(/C[C@H]([C@@H](C[C@@H]([C@@H](/C=C(\C=C(/C(=O)O2)\OC)/C)C)O)O)C)\C)OC)O)O)OC3CC(C(C(O3)C)OC(=O)N)O)C
InChI InChI=1S/C44H71NO14/c1-12-14-34-27(6)37(56-38-21-33(48)41(30(9)55-38)58-43(45)51)22-44(52,59-34)29(8)39(49)28(7)40-35(53-10)16-13-15-23(2)17-25(4)31(46)20-32(47)26(5)18-24(3)19-36(54-11)42(50)57-40/h12-16,18-19,25-35,37-41,46-49,52H,17,20-22H2,1-11H3,(H2,45,51)/b14-12+,16-13-,23-15-,24-18-,36-19+/t25-,26-,27-,28+,29+,30?,31-,32+,33?,34-,35+,37?,38?,39-,40-,41?,44-/m1/s1
InChI Key NNJUTDASDBXCIX-MWANFJFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H71NO14
Molecular Weight 838.00 g/mol
Exact Mass 837.48745594 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [6-[(2R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4Z,6Z,9R,10R,12S,13R,14Z,16E)-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7262 72.62%
Caco-2 - 0.8681 86.81%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4164 41.64%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8203 82.03%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9269 92.69%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate + 0.8423 84.23%
CYP3A4 substrate + 0.7338 73.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.7825 78.25%
CYP2C9 inhibition - 0.8558 85.58%
CYP2C19 inhibition - 0.8324 83.24%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition + 0.7315 73.15%
CYP inhibitory promiscuity - 0.9353 93.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9628 96.28%
Carcinogenicity (trinary) Non-required 0.5162 51.62%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7369 73.69%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7396 73.96%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5415 54.15%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7877 78.77%
Acute Oral Toxicity (c) III 0.4837 48.37%
Estrogen receptor binding + 0.7708 77.08%
Androgen receptor binding + 0.6306 63.06%
Thyroid receptor binding + 0.5622 56.22%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.5323 53.23%
PPAR gamma + 0.7797 77.97%
Honey bee toxicity - 0.5911 59.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9391 93.91%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.80% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.67% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.87% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.43% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.53% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.24% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.19% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.10% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.76% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.58% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.84% 91.07%
CHEMBL1902 P62942 FK506-binding protein 1A 86.99% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.74% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.57% 96.47%
CHEMBL5028 O14672 ADAM10 85.65% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.99% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.90% 96.77%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.44% 97.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.88% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.83% 93.56%
CHEMBL2535 P11166 Glucose transporter 83.67% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.60% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.51% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.86% 97.36%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.86% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.84% 100.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.60% 83.57%
CHEMBL2581 P07339 Cathepsin D 82.18% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 81.96% 91.19%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.86% 93.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.62% 96.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.62% 94.80%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.39% 97.21%

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.
There are no matching plants.

Cross-Links

Top
PubChem 139587998
LOTUS LTS0247573
wikiData Q105182179