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Neochlorogenin

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 96419f60-1d37-4336-a5e7-73c1aa5b5f75
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,19-diol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)O)C)C)OC1
SMILES (Isomeric) C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)C)C)OC1
InChI InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16-,17-,18+,19-,20-,21+,22-,23-,24-,25+,26-,27+/m0/s1
InChI Key PZNPHSFXILSZTM-UNARIRTPSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O4
Molecular Weight 432.60 g/mol
Exact Mass 432.32395988 g/mol
Topological Polar Surface Area (TPSA) 58.90 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.76
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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511-91-1
5alpha-Spirostan-3beta,6alpha-diol, (25S)-
(25S)-5alpha-spirostan-3beta,6alpha-diol
(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,19-diol
CHEBI:191994
DTXSID501317201
C27H44O4
LMST01080020

2D Structure

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2D Structure of Neochlorogenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9617 96.17%
Caco-2 - 0.5932 59.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6709 67.09%
OATP2B1 inhibitior - 0.5757 57.57%
OATP1B1 inhibitior + 0.9221 92.21%
OATP1B3 inhibitior - 0.3389 33.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5852 58.52%
BSEP inhibitior - 0.5769 57.69%
P-glycoprotein inhibitior - 0.6910 69.10%
P-glycoprotein substrate - 0.6457 64.57%
CYP3A4 substrate + 0.7183 71.83%
CYP2C9 substrate - 0.7880 78.80%
CYP2D6 substrate - 0.7331 73.31%
CYP3A4 inhibition - 0.9273 92.73%
CYP2C9 inhibition - 0.9254 92.54%
CYP2C19 inhibition - 0.9341 93.41%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8823 88.23%
CYP2C8 inhibition - 0.5615 56.15%
CYP inhibitory promiscuity - 0.9688 96.88%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6260 62.60%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.7113 71.13%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5323 53.23%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8732 87.32%
skin sensitisation - 0.9010 90.10%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4806 48.06%
Acute Oral Toxicity (c) III 0.5603 56.03%
Estrogen receptor binding + 0.7235 72.35%
Androgen receptor binding + 0.5519 55.19%
Thyroid receptor binding + 0.6428 64.28%
Glucocorticoid receptor binding + 0.7670 76.70%
Aromatase binding + 0.7055 70.55%
PPAR gamma + 0.5727 57.27%
Honey bee toxicity - 0.6064 60.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.8344 83.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.48% 96.09%
CHEMBL204 P00734 Thrombin 91.46% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.36% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.30% 96.61%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 91.23% 97.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.96% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.46% 89.05%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.59% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.07% 95.58%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.73% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.49% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 85.08% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.17% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.71% 95.50%
CHEMBL233 P35372 Mu opioid receptor 83.48% 97.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.43% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.79% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.99% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.87% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.26% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.08% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 80.90% 95.38%
CHEMBL238 Q01959 Dopamine transporter 80.65% 95.88%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.55% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.54% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.44% 93.04%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.25% 92.78%

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.
Adiantum caudatum
Elaeagnus angustifolia
Helianthus annuus
Plantago major
Scabiosa comosa
Solanum chrysotrichum
Solanum torvum

Cross-Links

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PubChem 12303066
NPASS NPC73813
LOTUS LTS0209222
wikiData Q104395155