Dihydroniloticin

Details

Top
Internal ID c5bb36f4-02ff-4de2-95cf-6520353f99cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CC(C1C(O1)(C)C)O)C2CCC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)O)C)C)C
SMILES (Isomeric) C[C@@H](C[C@H]([C@H]1C(O1)(C)C)O)[C@@H]2CC[C@]3([C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C
InChI InChI=1S/C30H50O3/c1-18(17-22(31)25-27(4,5)33-25)19-11-15-30(8)21-9-10-23-26(2,3)24(32)13-14-28(23,6)20(21)12-16-29(19,30)7/h9,18-20,22-25,31-32H,10-17H2,1-8H3/t18-,19-,20-,22+,23-,24-,25-,28+,29-,30+/m0/s1
InChI Key UMTABACRBSGXGK-ZAVAKTSASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.52
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
115334-05-9
(3S,5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
CHEMBL2386303
AKOS032961587
FS-10175
(3,13,14,17,20S,23R,24S)-24,25-Epoxylanost-7-ene-3,23-diol; 24,25-Epoxy-3,23-dihydroxy-7-tirucallene

2D Structure

Top
2D Structure of Dihydroniloticin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5965 59.65%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior + 0.8994 89.94%
OATP1B3 inhibitior + 0.9741 97.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5685 56.85%
P-glycoprotein inhibitior - 0.6320 63.20%
P-glycoprotein substrate - 0.6168 61.68%
CYP3A4 substrate + 0.6590 65.90%
CYP2C9 substrate - 0.6206 62.06%
CYP2D6 substrate - 0.7163 71.63%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.7201 72.01%
CYP2C19 inhibition - 0.6420 64.20%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.7682 76.82%
CYP2C8 inhibition + 0.4529 45.29%
CYP inhibitory promiscuity - 0.6932 69.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5531 55.31%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9560 95.60%
Skin irritation - 0.5175 51.75%
Skin corrosion - 0.9321 93.21%
Ames mutagenesis - 0.8154 81.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3977 39.77%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6658 66.58%
skin sensitisation - 0.7166 71.66%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7843 78.43%
Acute Oral Toxicity (c) III 0.3264 32.64%
Estrogen receptor binding + 0.7415 74.15%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7630 76.30%
Aromatase binding + 0.5688 56.88%
PPAR gamma + 0.5558 55.58%
Honey bee toxicity - 0.8103 81.03%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9719 97.19%

Targets

Top

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
CHEMBL221 P23219 Cyclooxygenase-1 97.60% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.47% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.07% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.90% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.08% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.23% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.23% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.56% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.61% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.38% 94.45%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.82% 85.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.88% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.42% 100.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.22% 91.65%

Plants that contains it

Top
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.
Eurycoma longifolia
Heynea trijuga
Phellodendron amurense
Phellodendron chinense
Trichilia reticulata
Trichilia schomburgkii
Turraea nilotica
Turraea pubescens

Cross-Links

Top
PubChem 73351981
LOTUS LTS0269481
wikiData Q104397664