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Macrocarpal I

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 bb820550-0e97-4c3c-a0e3-925c55fe8f46
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 5-[1-[(1S,4R,4aR,6R,8aS)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
SMILES (Canonical) CC(C)CC(C1CCC(C2C1(CCC(C2)C(C)(C)O)C)(C)O)C3=C(C(=C(C(=C3O)C=O)O)C=O)O
SMILES (Isomeric) CC(C)CC([C@@H]1CC[C@@]([C@H]2[C@]1(CC[C@H](C2)C(C)(C)O)C)(C)O)C3=C(C(=C(C(=C3O)C=O)O)C=O)O
InChI InChI=1S/C28H42O7/c1-15(2)11-17(22-24(32)18(13-29)23(31)19(14-30)25(22)33)20-8-10-28(6,35)21-12-16(26(3,4)34)7-9-27(20,21)5/h13-17,20-21,31-35H,7-12H2,1-6H3/t16-,17?,20+,21-,27+,28-/m1/s1
InChI Key PXQFFMATXFLUPK-FBWULOCESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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Macrocarpal I
5-[1-[(1S,4R,4aR,6R,8aS)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
179388-54-6
SCHEMBL96425
CHEMBL463716
DTXSID10939211
1,3-Benzenedicarboxaldehyde, 5-(1-(decahydro-4-hydroxy-6-(1-hydroxy-1-methylethyl)-4,8a-dimethyl-1-naphthalenyl)-3-methylbutyl)-2,4,6-trihydroxy-, (1S-(1alpha(S*),4beta,4abeta,6alpha,8aalpha))-
2,4,6-Trihydroxy-5-{1-[4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyldecahydronaphthalen-1-yl]-3-methylbutyl}benzene-1,3-dicarbaldehyde

2D Structure

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2D Structure of Macrocarpal I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.6700 67.00%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8328 83.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7713 77.13%
OATP1B3 inhibitior + 0.8792 87.92%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8050 80.50%
P-glycoprotein inhibitior - 0.5509 55.09%
P-glycoprotein substrate - 0.5880 58.80%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate + 0.6085 60.85%
CYP2D6 substrate - 0.8201 82.01%
CYP3A4 inhibition - 0.5549 55.49%
CYP2C9 inhibition - 0.8266 82.66%
CYP2C19 inhibition - 0.8819 88.19%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition + 0.5331 53.31%
CYP2C8 inhibition + 0.4462 44.62%
CYP inhibitory promiscuity - 0.8866 88.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8811 88.11%
Carcinogenicity (trinary) Non-required 0.7338 73.38%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8904 89.04%
Skin irritation - 0.6045 60.45%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6551 65.51%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5740 57.40%
skin sensitisation - 0.8283 82.83%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8597 85.97%
Acute Oral Toxicity (c) III 0.6042 60.42%
Estrogen receptor binding + 0.8304 83.04%
Androgen receptor binding + 0.7051 70.51%
Thyroid receptor binding + 0.5579 55.79%
Glucocorticoid receptor binding + 0.7442 74.42%
Aromatase binding + 0.7077 70.77%
PPAR gamma + 0.6677 66.77%
Honey bee toxicity - 0.8593 85.93%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.63% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.49% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.28% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.58% 93.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 92.56% 90.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.38% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.41% 97.79%
CHEMBL268 P43235 Cathepsin K 89.99% 96.85%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.16% 100.00%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 86.89% 98.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.78% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.29% 94.08%
CHEMBL237 P41145 Kappa opioid receptor 84.85% 98.10%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.56% 85.31%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.26% 93.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.90% 94.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.78% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.50% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%

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.
Eucalyptus globulus

Cross-Links

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PubChem 177346
LOTUS LTS0164113
wikiData Q72487967