(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',3'a,6',10,11b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3,4,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-11-one

Details

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Internal ID d99866bd-52dc-439b-871a-083c82925efa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',3'a,6',10,11b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3,4,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-11-one
SMILES (Canonical) CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)OC7C(C(C(C(O7)CO)O)O)O)C)(NC1)C
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC=C6C[C@H](CC[C@@]6([C@H]5C(=O)C4=C3C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)(NC1)C
InChI InChI=1S/C34H51NO8/c1-16-12-24-33(5,35-14-16)18(3)34(43-24)11-9-21-22-7-6-19-13-20(41-31-30(40)29(39)27(37)23(15-36)42-31)8-10-32(19,4)26(22)28(38)25(21)17(34)2/h6,16,18,20-24,26-27,29-31,35-37,39-40H,7-15H2,1-5H3/t16-,18+,20-,21-,22-,23+,24+,26+,27+,29-,30+,31+,32-,33-,34-/m0/s1
InChI Key FKGGPFFQCCRPAQ-DBMFUTLYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H51NO8
Molecular Weight 601.80 g/mol
Exact Mass 601.36146759 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',3'a,6',10,11b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3,4,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5947 59.47%
Caco-2 - 0.8415 84.15%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6960 69.60%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.9166 91.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5680 56.80%
P-glycoprotein inhibitior + 0.6938 69.38%
P-glycoprotein substrate + 0.5389 53.89%
CYP3A4 substrate + 0.7252 72.52%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9844 98.44%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.8956 89.56%
CYP2C8 inhibition + 0.6792 67.92%
CYP inhibitory promiscuity - 0.8327 83.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4451 44.51%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9356 93.56%
Skin irritation - 0.6693 66.93%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7621 76.21%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8493 84.93%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5758 57.58%
Acute Oral Toxicity (c) III 0.6791 67.91%
Estrogen receptor binding + 0.7113 71.13%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding - 0.5719 57.19%
Glucocorticoid receptor binding + 0.6430 64.30%
Aromatase binding + 0.6782 67.82%
PPAR gamma + 0.5937 59.37%
Honey bee toxicity - 0.6861 68.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8388 83.88%

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 97.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.22% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.03% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.93% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 96.68% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.77% 96.21%
CHEMBL2581 P07339 Cathepsin D 93.33% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.90% 95.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.12% 89.05%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.33% 93.99%
CHEMBL5255 O00206 Toll-like receptor 4 87.61% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.29% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.19% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.00% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.00% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.08% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.06% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.06% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.71% 92.94%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.30% 85.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.83% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.77% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.02% 97.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.55% 96.61%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.23% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.51% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.40% 95.89%

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.
Veratrum taliense

Cross-Links

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PubChem 162963450
LOTUS LTS0265559
wikiData Q104996594