PlantaeDB Logo
Login Sign-up

[(3S,5S,8S,10S,12R,13S,14R,17S)-17-acetyl-8,14-dihydroxy-3-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

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 237da029-e9cd-460d-8aac-91d4b7f332af
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,8S,10S,12R,13S,14R,17S)-17-acetyl-8,14-dihydroxy-3-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C(C3)CCC5(C4CC(C6(C5(CCC6C(=O)C)O)C)OC(=O)C7=CC=CC=C7)O)C)C)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(OC(CC2OC)O[C@H]3CC[C@]4([C@H](C3)CC[C@@]5(C4C[C@H]([C@]6([C@@]5(CC[C@@H]6C(=O)C)O)C)OC(=O)C7=CC=CC=C7)O)C)C)OC)O
InChI InChI=1S/C42H62O12/c1-23(43)29-15-18-42(47)40(29,5)33(53-38(45)26-11-9-8-10-12-26)22-32-39(4)16-14-28(19-27(39)13-17-41(32,42)46)52-34-21-31(49-7)37(25(3)51-34)54-35-20-30(48-6)36(44)24(2)50-35/h8-12,24-25,27-37,44,46-47H,13-22H2,1-7H3/t24?,25?,27-,28-,29+,30?,31?,32?,33+,34?,35?,36?,37?,39-,40-,41-,42+/m0/s1
InChI Key NFTYYFXBCRCCED-BGTKKIAKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C42H62O12
Molecular Weight 758.90 g/mol
Exact Mass 758.42412741 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,5S,8S,10S,12R,13S,14R,17S)-17-acetyl-8,14-dihydroxy-3-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8549 85.49%
Caco-2 - 0.8668 86.68%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7244 72.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8576 85.76%
OATP1B3 inhibitior + 0.7881 78.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9278 92.78%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate + 0.7330 73.30%
CYP3A4 substrate + 0.7306 73.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.7939 79.39%
CYP2C9 inhibition - 0.9370 93.70%
CYP2C19 inhibition - 0.9096 90.96%
CYP2D6 inhibition - 0.9582 95.82%
CYP1A2 inhibition - 0.7273 72.73%
CYP2C8 inhibition + 0.5864 58.64%
CYP inhibitory promiscuity - 0.9900 99.00%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.5892 58.92%
Skin corrosion - 0.9115 91.15%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7722 77.22%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8486 84.86%
Acute Oral Toxicity (c) II 0.4215 42.15%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.7396 73.96%
Thyroid receptor binding - 0.5111 51.11%
Glucocorticoid receptor binding + 0.7128 71.28%
Aromatase binding + 0.6547 65.47%
PPAR gamma + 0.7526 75.26%
Honey bee toxicity - 0.7260 72.60%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9523 95.23%

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 95.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.67% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.98% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.54% 91.49%
CHEMBL2581 P07339 Cathepsin D 92.22% 98.95%
CHEMBL5028 O14672 ADAM10 90.31% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.21% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.89% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.83% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.66% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.65% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.49% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.44% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.95% 94.08%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.78% 91.65%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.59% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.55% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.45% 97.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.03% 89.44%
CHEMBL4208 P20618 Proteasome component C5 81.88% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.79% 83.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.35% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163013411
LOTUS LTS0196072
wikiData Q105178681