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Angustifodilactone 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 5d983fae-3428-483b-be04-18d5d1011e96
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3S,9S,10S,12S,13S,16S,17R,18S)-10,18-dihydroxy-16-[(1R)-1-hydroxy-1-[(2R)-5-(hydroxymethyl)-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-7-oxapentacyclo[10.7.0.01,3.03,9.013,17]nonadec-4-en-6-one
SMILES (Canonical) CC1(C2C(CC3C4(CCC(C4(C(CC35C2(C5)C=CC(=O)O1)O)C)C(C)(C6CC=C(C(=O)O6)CO)O)C)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@]1([C@H](C[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)C=CC(=O)OC5(C)C)O)O)C)[C@](C)([C@H]6CC=C(C(=O)O6)CO)O
InChI InChI=1S/C30H42O8/c1-25(2)23-17(32)12-19-26(3)10-8-18(28(5,36)21-7-6-16(14-31)24(35)37-21)27(26,4)20(33)13-30(19)15-29(23,30)11-9-22(34)38-25/h6,9,11,17-21,23,31-33,36H,7-8,10,12-15H2,1-5H3/t17-,18-,19-,20-,21+,23-,26-,27-,28+,29+,30-/m0/s1
InChI Key AGZMSHUZAZHKKN-LDUYZNKBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H42O8
Molecular Weight 530.60 g/mol
Exact Mass 530.28796829 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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CHEMBL1669430
DTXSID501336043
(1S,3aS,3bS,5S,5aS,10aS,11aR,13S,13aR)-5,13-Dihydroxy-1-{(1R)-1-hydroxy-1-[(2R)-5-(hydroxymethyl)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,6,6,13a-tetramethyl-1,2,3,3a,3b,4,5,5a,6,12,13,13a-dodecahydro-8H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-8-one
dihydroxy-[(1R)-1-hydroxy-1-[(2R)-5-(hydroxymethyl)-6-oxo-2,3-dihydropyran-2-yl]ethyl]-tetramethyl-[?]one

2D Structure

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2D Structure of Angustifodilactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9522 95.22%
Caco-2 - 0.7847 78.47%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7919 79.19%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8336 83.36%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5423 54.23%
BSEP inhibitior + 0.8190 81.90%
P-glycoprotein inhibitior + 0.6170 61.70%
P-glycoprotein substrate + 0.5975 59.75%
CYP3A4 substrate + 0.7196 71.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8991 89.91%
CYP3A4 inhibition - 0.7342 73.42%
CYP2C9 inhibition - 0.7223 72.23%
CYP2C19 inhibition - 0.9244 92.44%
CYP2D6 inhibition - 0.9537 95.37%
CYP1A2 inhibition - 0.8745 87.45%
CYP2C8 inhibition + 0.5630 56.30%
CYP inhibitory promiscuity - 0.9414 94.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5526 55.26%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9369 93.69%
Skin irritation + 0.5340 53.40%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6356 63.56%
Human Ether-a-go-go-Related Gene inhibition + 0.6972 69.72%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5959 59.59%
skin sensitisation - 0.8788 87.88%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5156 51.56%
Acute Oral Toxicity (c) I 0.4270 42.70%
Estrogen receptor binding + 0.7403 74.03%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding - 0.5220 52.20%
Glucocorticoid receptor binding + 0.7252 72.52%
Aromatase binding + 0.7623 76.23%
PPAR gamma + 0.5956 59.56%
Honey bee toxicity - 0.8114 81.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9691 96.91%

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 99.05% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.70% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.52% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.50% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.51% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.20% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.74% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.13% 93.99%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.09% 89.34%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.55% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.48% 96.09%
CHEMBL5555 O00767 Acyl-CoA desaturase 86.47% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.20% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.81% 97.14%
CHEMBL1871 P10275 Androgen Receptor 85.47% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.77% 99.23%
CHEMBL2581 P07339 Cathepsin D 84.61% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.53% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.97% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.99% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.57% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 82.35% 97.79%

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.
Kadsura angustifolia

Cross-Links

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PubChem 51003490
LOTUS LTS0213192
wikiData Q104912143