PlantaeDB Logo
Login Sign-up

(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methoxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-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 cae5eb89-1013-4041-b5fe-3b5b53b28d57
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methoxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4C(C)(CCCC(C)(C)OC)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@@](C)(CCCC(C)(C)OC)O)C)O)C)(C)C)O
InChI InChI=1S/C31H56O4/c1-26(2,35-9)14-10-15-31(8,34)20-11-17-30(7)25(20)21(32)19-23-28(5)16-13-24(33)27(3,4)22(28)12-18-29(23,30)6/h20-25,32-34H,10-19H2,1-9H3/t20-,21+,22-,23+,24-,25-,28-,29+,30+,31+/m0/s1
InChI Key VKANVHXFBJQXLP-OWIQXKKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C31H56O4
Molecular Weight 492.80 g/mol
Exact Mass 492.41786026 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.35
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
(20R)-25-Methoxydammara-3beta,12beta,20-triol

2D Structure

Top
2D Structure of (3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methoxy-6-methylheptan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 - 0.6382 63.82%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6949 69.49%
OATP2B1 inhibitior - 0.5722 57.22%
OATP1B1 inhibitior + 0.8661 86.61%
OATP1B3 inhibitior - 0.2708 27.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6224 62.24%
P-glycoprotein inhibitior - 0.5638 56.38%
P-glycoprotein substrate - 0.7048 70.48%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate + 0.5955 59.55%
CYP2D6 substrate - 0.7165 71.65%
CYP3A4 inhibition - 0.7974 79.74%
CYP2C9 inhibition - 0.7765 77.65%
CYP2C19 inhibition - 0.8805 88.05%
CYP2D6 inhibition - 0.9648 96.48%
CYP1A2 inhibition - 0.7868 78.68%
CYP2C8 inhibition + 0.4662 46.62%
CYP inhibitory promiscuity - 0.8509 85.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.7484 74.84%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.5156 51.56%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3922 39.22%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7813 78.13%
skin sensitisation - 0.7689 76.89%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8559 85.59%
Acute Oral Toxicity (c) III 0.5853 58.53%
Estrogen receptor binding + 0.7277 72.77%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding + 0.5911 59.11%
Glucocorticoid receptor binding + 0.6593 65.93%
Aromatase binding + 0.7229 72.29%
PPAR gamma + 0.5571 55.71%
Honey bee toxicity - 0.6482 64.82%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9529 95.29%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.69% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.43% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.36% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.78% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.42% 92.94%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.83% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.73% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.51% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.91% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.48% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.74% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.40% 86.33%
CHEMBL1871 P10275 Androgen Receptor 82.97% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 82.63% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.47% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.87% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.10% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.89% 95.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.36% 95.58%
CHEMBL5028 O14672 ADAM10 80.24% 97.50%

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.
Panax ginseng

Cross-Links

Top
PubChem 53318176
NPASS NPC470071
ChEMBL CHEMBL1669125