PlantaeDB Logo
Login Sign-up

(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3,11-diol

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

Top
Internal ID d80db803-4487-4bd0-92bc-63950046ba54
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Jerveratrum-type alkaloids
IUPAC Name (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3,11-diol
SMILES (Canonical) CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(C4=C3C)O)C)O)C)NC1
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC=C6C[C@H](CC[C@@]6([C@H]5[C@H](C4=C3C)O)C)O)C)NC1
InChI InChI=1S/C27H41NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-25,28-30H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,25-,26-,27-/m0/s1
InChI Key NTXKCVGNYVYTNW-JZHSGHCQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H41NO3
Molecular Weight 427.60 g/mol
Exact Mass 427.30864417 g/mol
Topological Polar Surface Area (TPSA) 61.70 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3,11-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.5615 56.15%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4646 46.46%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8745 87.45%
OATP1B3 inhibitior + 0.9571 95.71%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6061 60.61%
BSEP inhibitior + 0.7833 78.33%
P-glycoprotein inhibitior - 0.5502 55.02%
P-glycoprotein substrate + 0.6727 67.27%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4183 41.83%
CYP3A4 inhibition - 0.9619 96.19%
CYP2C9 inhibition - 0.9139 91.39%
CYP2C19 inhibition - 0.9104 91.04%
CYP2D6 inhibition - 0.9089 90.89%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.7108 71.08%
CYP inhibitory promiscuity - 0.8947 89.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5088 50.88%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9673 96.73%
Skin irritation - 0.7105 71.05%
Skin corrosion - 0.9040 90.40%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7329 73.29%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7717 77.17%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7297 72.97%
Acute Oral Toxicity (c) III 0.6311 63.11%
Estrogen receptor binding + 0.6635 66.35%
Androgen receptor binding + 0.7110 71.10%
Thyroid receptor binding + 0.6845 68.45%
Glucocorticoid receptor binding + 0.7674 76.74%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.5618 56.18%
Honey bee toxicity - 0.6829 68.29%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity - 0.4193 41.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.85% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.91% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.88% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.79% 97.25%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 93.71% 86.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.72% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.11% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.97% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.84% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.22% 91.11%
CHEMBL3045 P05771 Protein kinase C beta 88.75% 97.63%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.67% 96.95%
CHEMBL1871 P10275 Androgen Receptor 88.56% 96.43%
CHEMBL4072 P07858 Cathepsin B 87.46% 93.67%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.19% 90.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.17% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.14% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.47% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.19% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.35% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 80.65% 98.35%

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.
Veratrum album

Cross-Links

Top
PubChem 102093844
LOTUS LTS0089248
wikiData Q105185720