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methyl ganosinensate A

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 fc3b2388-a76d-481d-9907-b0f4067e3044
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (4R)-4-[(2R,3S,7R,9S,11R,14R,15R,17R)-9,17-dihydroxy-2,6,6,11,15-pentamethyl-5,12-dioxo-14-pentacyclo[8.7.0.02,7.03,17.011,15]heptadec-1(10)-enyl]pentanoate
SMILES (Canonical) CC(CCC(=O)OC)C1CC(=O)C2(C1(CC3(C4CC(=O)C(C5C4(C3=C2C(C5)O)C)(C)C)O)C)C
SMILES (Isomeric) C[C@H](CCC(=O)OC)[C@H]1CC(=O)[C@@]2([C@@]1(C[C@]3([C@H]4CC(=O)C([C@H]5[C@]4(C3=C2[C@H](C5)O)C)(C)C)O)C)C
InChI InChI=1S/C28H40O6/c1-14(8-9-21(32)34-7)15-10-20(31)27(6)22-16(29)11-17-24(2,3)19(30)12-18-26(17,5)23(22)28(18,33)13-25(15,27)4/h14-18,29,33H,8-13H2,1-7H3/t14-,15-,16+,17+,18+,25-,26-,27+,28-/m1/s1
InChI Key ZEBQFRRQMRKCDY-PNANWIQHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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methyl (4R)-4-[(2R,3S,7R,9S,11R,14R,15R,17R)-9,17-dihydroxy-2,6,6,11,15-pentamethyl-5,12-dioxo-14-pentacyclo[8.7.0.02,7.03,17.011,15]heptadec-1(10)-enyl]pentanoate
methyl (4R)-4-((2R,3S,7R,9S,11R,14R,15R,17R)-9,17-dihydroxy-2,6,6,11,15-pentamethyl-5,12-dioxo-14-pentacyclo(8.7.0.02,7.03,17.011,15)heptadec-1(10)-enyl)pentanoate
Methyl (4R)-4-((2R,3S,7R,9S,11R,14R,15R,17R)-9,17-dihydroxy-2,6,6,11,15-pentamethyl-5,12-dioxopentacyclo(8.7.0.0,.0,.0,)heptadec-1(10)-en-14-yl)pentanoic acid
Methyl (4R)-4-[(2R,3S,7R,9S,11R,14R,15R,17R)-9,17-dihydroxy-2,6,6,11,15-pentamethyl-5,12-dioxopentacyclo[8.7.0.0,.0,.0,]heptadec-1(10)-en-14-yl]pentanoic acid
RefChem:157878
Methyl ganosinensic acid a
CHEBI:212283

2D Structure

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2D Structure of methyl ganosinensate A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.5330 53.30%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8620 86.20%
OATP1B3 inhibitior - 0.3166 31.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.6223 62.23%
P-glycoprotein inhibitior + 0.5810 58.10%
P-glycoprotein substrate + 0.5520 55.20%
CYP3A4 substrate + 0.6606 66.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.7750 77.50%
CYP2C9 inhibition - 0.8004 80.04%
CYP2C19 inhibition - 0.9314 93.14%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.9281 92.81%
CYP2C8 inhibition - 0.6998 69.98%
CYP inhibitory promiscuity - 0.8967 89.67%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6763 67.63%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9312 93.12%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9589 95.89%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6585 65.85%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.7479 74.79%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6178 61.78%
Acute Oral Toxicity (c) III 0.4435 44.35%
Estrogen receptor binding + 0.6837 68.37%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding + 0.6215 62.15%
Glucocorticoid receptor binding + 0.7936 79.36%
Aromatase binding + 0.7403 74.03%
PPAR gamma + 0.6630 66.30%
Honey bee toxicity - 0.6973 69.73%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9956 99.56%

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 96.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.95% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.31% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.69% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.86% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.12% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 87.87% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.34% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 86.83% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.76% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.19% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 85.36% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.84% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.72% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 84.59% 98.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.49% 96.90%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.72% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.21% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.86% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.69% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.45% 95.56%
CHEMBL2535 P11166 Glucose transporter 80.21% 98.75%

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 46197714
LOTUS LTS0074084
wikiData Q77494243