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[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aS,13R,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(hydroxymethyl)-13-methoxy-2,2,5,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] acetate

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 089fddb4-ccc0-431b-ad87-223ca09e7d99
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aS,13R,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(hydroxymethyl)-13-methoxy-2,2,5,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H82O18/c1-23-18-49(9)26(27-19-45(4,5)15-16-50(23,27)68-25(3)53)17-29(61-10)41-46(6)13-12-32(47(7,22-52)31(46)11-14-48(41,49)8)65-43-37(59)35(57)39(30(20-51)64-43)66-44-38(60)40(33(55)24(2)63-44)67-42-36(58)34(56)28(54)21-62-42/h17,23-24,27-44,51-52,54-60H,11-16,18-22H2,1-10H3/t23-,24-,27-,28+,29+,30+,31+,32-,33-,34-,35+,36+,37+,38+,39+,40+,41+,42-,43-,44-,46-,47-,48+,49+,50-/m0/s1
InChI Key VPOHIHRBJNYFHU-ZBONBIFWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C50H82O18
Molecular Weight 971.20 g/mol
Exact Mass 970.55011576 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aS,13R,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(hydroxymethyl)-13-methoxy-2,2,5,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7768 77.68%
Caco-2 - 0.8854 88.54%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior - 0.4203 42.03%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9536 95.36%
P-glycoprotein inhibitior + 0.7538 75.38%
P-glycoprotein substrate + 0.6233 62.33%
CYP3A4 substrate + 0.7416 74.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.8801 88.01%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.7031 70.31%
CYP inhibitory promiscuity - 0.9714 97.14%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6190 61.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.6475 64.75%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8125 81.25%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7552 75.52%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.9026 90.26%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding + 0.7375 73.75%
Thyroid receptor binding + 0.5165 51.65%
Glucocorticoid receptor binding + 0.7542 75.42%
Aromatase binding + 0.6774 67.74%
PPAR gamma + 0.8237 82.37%
Honey bee toxicity - 0.6502 65.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5032 50.32%
Fish aquatic toxicity + 0.8930 89.30%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.52% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.02% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.64% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.58% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.12% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.96% 92.78%
CHEMBL5028 O14672 ADAM10 84.62% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.16% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.13% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.59% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.42% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.89% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.52% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.83% 91.19%

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.
Nigella sativa

Cross-Links

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PubChem 162884235
LOTUS LTS0128417
wikiData Q105290901