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Kadsulactone 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 4442b4d1-6166-452f-a23f-8376b70752b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,3S,9S,10R,12S,13S,16R,17R)-10-hydroxy-8,8,13,17-tetramethyl-16-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7-oxapentacyclo[10.7.0.01,3.03,9.013,17]nonadec-4-en-6-one
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC45C3CC(C6C4(C5)C=CC(=O)OC6(C)C)O)C)C
SMILES (Isomeric) CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3C[C@H]([C@@H]6[C@]4(C5)C=CC(=O)OC6(C)C)O)C)C
InChI InChI=1S/C30H42O5/c1-17-7-8-21(34-25(17)33)18(2)19-9-11-28(6)22-15-20(31)24-26(3,4)35-23(32)10-12-30(24)16-29(22,30)14-13-27(19,28)5/h7,10,12,18-22,24,31H,8-9,11,13-16H2,1-6H3/t18-,19+,20+,21-,22-,24-,27+,28-,29-,30+/m0/s1
InChI Key APOPUTYAPYVYFW-HLNDSBHSSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O5
Molecular Weight 482.60 g/mol
Exact Mass 482.30322444 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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6-O-Deacetylschisanbilactone A
132296-71-0
3H,6H-Cyclopenta(5,6)cyclopropa(1,8a)naphth(2,1-c)oxepin-3-one, 9-((1S)-1-((2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-13-hydroxy-1,1,8a,11a-tetramethyl-, (5aS,6aS,8aR,9R,11aS,11bS,13R,13aS)-
3H,6H-Cyclopenta[5,6]cyclopropa[1,8a]naphth[2,1-c]oxepin-3-one, 9-[(1S)-1-[(2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl]ethyl]-1,7,8,8a,9,10,11,11a,11b,12,13,13a-dodecahydro-13-hydroxy-1,1,8a,11a-tetramethyl-, (5aS,6aS,8aR,9R,11aS,11bS,13R,13aS)-
CHEMBL455083
DTXSID80927620
5-Hydroxy-3a,6,6,13a-tetramethyl-1-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-1,2,3,3a,3b,4,5,5a,6,12,13,13a-dodecahydro-8H,11H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-8-one

2D Structure

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2D Structure of Kadsulactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9736 97.36%
Caco-2 - 0.6707 67.07%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7316 73.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8261 82.61%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9145 91.45%
P-glycoprotein inhibitior + 0.6904 69.04%
P-glycoprotein substrate + 0.5588 55.88%
CYP3A4 substrate + 0.7025 70.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8926 89.26%
CYP3A4 inhibition - 0.7374 73.74%
CYP2C9 inhibition - 0.8600 86.00%
CYP2C19 inhibition - 0.9278 92.78%
CYP2D6 inhibition - 0.9570 95.70%
CYP1A2 inhibition - 0.7679 76.79%
CYP2C8 inhibition + 0.4802 48.02%
CYP inhibitory promiscuity - 0.9627 96.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5882 58.82%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9563 95.63%
Skin irritation + 0.5690 56.90%
Skin corrosion - 0.8931 89.31%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7777 77.77%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5913 59.13%
skin sensitisation - 0.7404 74.04%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5884 58.84%
Acute Oral Toxicity (c) I 0.4553 45.53%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.5498 54.98%
Glucocorticoid receptor binding + 0.7907 79.07%
Aromatase binding + 0.8244 82.44%
PPAR gamma + 0.5666 56.66%
Honey bee toxicity - 0.8185 81.85%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9851 98.51%

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 96.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.76% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.56% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.14% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.59% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.38% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.89% 93.03%
CHEMBL4208 P20618 Proteasome component C5 85.76% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.51% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.39% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.95% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.82% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.45% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.20% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 82.09% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.99% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.70% 96.77%

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 heteroclita
Schisandra bicolor

Cross-Links

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PubChem 153922
NPASS NPC297617
LOTUS LTS0264008
wikiData Q82902249