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Lacunalide 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 d5fe5cbd-43c1-4eab-847f-db2ff6849402
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (8S,10R,12S,14R,16S,18R,19R,20S,24R,28R,32R,42S)-42-[(2S,3R,9R)-3,9-dihydroxydecan-2-yl]-8,10,12,14,16,18,20,24,28,32-decahydroxy-5,19,21-trimethyl-1-oxacyclodotetraconta-3,5,21,39-tetraen-2-one
SMILES (Canonical) CC1C(CC(CC(CC(CC(CC(CC=C(C=CC(=O)OC(CC=CCCCCCCC(CCCC(CCCC(CC=C(C1O)C)O)O)O)C(C)C(CCCCCC(C)O)O)C)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@H](C[C@@H](C[C@H](C[C@@H](C[C@H](CC=C(C=CC(=O)O[C@@H](CC=CCCCCCC[C@H](CCC[C@H](CCC[C@H](CC=C([C@H]1O)C)O)O)O)[C@@H](C)[C@@H](CCCCC[C@@H](C)O)O)C)O)O)O)O)O)O
InChI InChI=1S/C54H98O14/c1-37-26-29-45(59)32-46(60)33-47(61)34-48(62)35-49(63)36-51(65)41(5)54(67)38(2)28-30-44(58)23-17-22-43(57)21-16-20-42(56)19-13-9-7-6-8-10-15-25-52(68-53(66)31-27-37)40(4)50(64)24-14-11-12-18-39(3)55/h10,15,26-28,31,39-52,54-65,67H,6-9,11-14,16-25,29-30,32-36H2,1-5H3/t39-,40+,41-,42-,43-,44-,45+,46-,47+,48-,49+,50-,51-,52+,54-/m1/s1
InChI Key BBYNTJLPUWNJRX-KZAICDIGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H98O14
Molecular Weight 971.30 g/mol
Exact Mass 970.69565780 g/mol
Topological Polar Surface Area (TPSA) 269.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.29
H-Bond Acceptor 14
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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RefChem:152101
CHEBI:219787
(8S,10R,12S,14R,16S,18R,19R,20S,24R,28R,32R,42S)-42-[(2S,3R,9R)-3,9-dihydroxydecan-2-yl]-8,10,12,14,16,18,20,24,28,32-decahydroxy-5,19,21-trimethyl-1-oxacyclodotetraconta-3,5,21,39-tetraen-2-one

2D Structure

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2D Structure of Lacunalide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8905 89.05%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6539 65.39%
OATP2B1 inhibitior - 0.8638 86.38%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9652 96.52%
P-glycoprotein inhibitior + 0.7205 72.05%
P-glycoprotein substrate + 0.6574 65.74%
CYP3A4 substrate + 0.6926 69.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition + 0.5096 50.96%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition + 0.5577 55.77%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8478 84.78%
CYP2C8 inhibition + 0.5080 50.80%
CYP inhibitory promiscuity - 0.9212 92.12%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9128 91.28%
Carcinogenicity (trinary) Non-required 0.7018 70.18%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.5532 55.32%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis - 0.6915 69.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7144 71.44%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.7767 77.67%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7199 71.99%
Acute Oral Toxicity (c) III 0.4599 45.99%
Estrogen receptor binding + 0.7792 77.92%
Androgen receptor binding + 0.6427 64.27%
Thyroid receptor binding + 0.5133 51.33%
Glucocorticoid receptor binding + 0.6593 65.93%
Aromatase binding + 0.5226 52.26%
PPAR gamma + 0.7257 72.57%
Honey bee toxicity - 0.8015 80.15%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5576 55.76%
Fish aquatic toxicity + 0.9490 94.90%

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
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.30% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.51% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.01% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.57% 93.56%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 89.50% 86.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.68% 96.77%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 88.53% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 88.31% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.61% 93.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.09% 92.88%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.95% 94.80%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.64% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.22% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.08% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.60% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.59% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.35% 90.08%
CHEMBL1978 P11511 Cytochrome P450 19A1 82.68% 91.76%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.84% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.81% 96.47%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.20% 97.29%

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 139591548
LOTUS LTS0165903
wikiData Q104923136