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Forpinic acid 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 34e47988-c9d2-4daa-a1fd-0bde8cd960f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R)-2-[(3R,5R,10S,13R,14R,16R,17R)-16-acetyloxy-3-[(3S)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1C(CC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)C)C)OC(=O)C)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CC[C@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)C[C@](C)(CC(=O)OC)O)C)C)C)OC(=O)C)C(=O)O
InChI InChI=1S/C40H62O9/c1-23(2)24(3)12-13-26(35(44)45)34-29(48-25(4)41)20-40(10)28-14-15-30-36(5,6)31(49-33(43)22-37(7,46)21-32(42)47-11)17-18-38(30,8)27(28)16-19-39(34,40)9/h23,26,29-31,34,46H,3,12-22H2,1-2,4-11H3,(H,44,45)/t26-,29-,30+,31-,34+,37+,38-,39-,40+/m1/s1
InChI Key RHWDMEQRIQDNRW-FSKVBULCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O9
Molecular Weight 686.90 g/mol
Exact Mass 686.43938355 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 7.59
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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(2R)-2-[(3R,5R,10S,13R,14R,16R,17R)-16-acetyloxy-3-[(3S)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
Forpinate a
(2R)-2-((2S,5R,7R,11R,13R,14R,15R)-13-(Acetyloxy)-5-(((3S)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy)-2,6,6,11,15-pentamethyltetracyclo(8.7.0.0,.0,)heptadec-1(10)-en-14-yl)-6-methyl-5-methylideneheptanoate
(2R)-2-((3R,5R,10S,13R,14R,16R,17R)-16-acetyloxy-3-((3S)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-17-yl)-6-methyl-5-methylideneheptanoic acid
(2R)-2-[(2S,5R,7R,11R,13R,14R,15R)-13-(Acetyloxy)-5-{[(3S)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxy}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate
RefChem:141331
CHEBI:206954

2D Structure

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2D Structure of Forpinic acid A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.8237 82.37%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8384 83.84%
OATP2B1 inhibitior - 0.7182 71.82%
OATP1B1 inhibitior + 0.7537 75.37%
OATP1B3 inhibitior - 0.5500 55.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.9369 93.69%
P-glycoprotein inhibitior + 0.7970 79.70%
P-glycoprotein substrate + 0.5854 58.54%
CYP3A4 substrate + 0.7327 73.27%
CYP2C9 substrate - 0.6181 61.81%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.7364 73.64%
CYP2C9 inhibition - 0.7503 75.03%
CYP2C19 inhibition - 0.8413 84.13%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.8154 81.54%
CYP2C8 inhibition + 0.6968 69.68%
CYP inhibitory promiscuity - 0.8871 88.71%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6849 68.49%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9122 91.22%
Skin irritation + 0.5726 57.26%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5474 54.74%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8009 80.09%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7686 76.86%
Acute Oral Toxicity (c) I 0.5789 57.89%
Estrogen receptor binding + 0.7273 72.73%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding + 0.5460 54.60%
Glucocorticoid receptor binding + 0.8135 81.35%
Aromatase binding + 0.7507 75.07%
PPAR gamma + 0.6779 67.79%
Honey bee toxicity - 0.6965 69.65%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.88% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.22% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.05% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.94% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.38% 95.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.19% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 91.12% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.64% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.98% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.55% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.36% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.33% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.05% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.67% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.09% 95.50%
CHEMBL5028 O14672 ADAM10 85.69% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.44% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.82% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.34% 82.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.70% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.78% 94.45%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.75% 99.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.57% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.30% 89.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.86% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 80.54% 95.38%

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 146682764
LOTUS LTS0256220
wikiData Q105236655