(3S,5S,6S,8S,9S,10R,12R,13S,14R)-17-[(2R)-2-hydroxy-6-methylhept-5-en-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-3,6,12-triol

Details

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Internal ID ac7a36a8-fca4-4a04-8b1b-e1fea65212fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5S,6S,8S,9S,10R,12R,13S,14R)-17-[(2R)-2-hydroxy-6-methylhept-5-en-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-3,6,12-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)O)C
SMILES (Isomeric) CC(=CCC[C@](C)(C1CC[C@@]2([C@H]1[C@@H](C[C@@H]3[C@@]2(C[C@@H]([C@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O)C
InChI InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19?,20-,21+,22+,23+,24-,25-,27-,28-,29+,30-/m1/s1
InChI Key SHCBCKBYTHZQGZ-XUIOTSDSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O4
Molecular Weight 476.70 g/mol
Exact Mass 476.38656014 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6S,8S,9S,10R,12R,13S,14R)-17-[(2R)-2-hydroxy-6-methylhept-5-en-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-3,6,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.6363 63.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6300 63.00%
OATP2B1 inhibitior - 0.5760 57.60%
OATP1B1 inhibitior + 0.8571 85.71%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6781 67.81%
P-glycoprotein inhibitior - 0.5490 54.90%
P-glycoprotein substrate - 0.6962 69.62%
CYP3A4 substrate + 0.6797 67.97%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7441 74.41%
CYP2C9 inhibition - 0.9309 93.09%
CYP2C19 inhibition - 0.9252 92.52%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.9401 94.01%
CYP2C8 inhibition - 0.5791 57.91%
CYP inhibitory promiscuity - 0.6763 67.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6884 68.84%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9242 92.42%
Skin irritation + 0.6066 60.66%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6504 65.04%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5949 59.49%
skin sensitisation - 0.5468 54.68%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6997 69.97%
Acute Oral Toxicity (c) I 0.4627 46.27%
Estrogen receptor binding + 0.7465 74.65%
Androgen receptor binding + 0.7094 70.94%
Thyroid receptor binding + 0.6228 62.28%
Glucocorticoid receptor binding + 0.6925 69.25%
Aromatase binding + 0.7551 75.51%
PPAR gamma + 0.6529 65.29%
Honey bee toxicity - 0.6192 61.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.67% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 97.26% 95.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.54% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 92.80% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 89.15% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.66% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.21% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.92% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.59% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.29% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.04% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.97% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.08% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.30% 95.50%
CHEMBL2581 P07339 Cathepsin D 81.51% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.20% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.10% 96.43%

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.
Panax ginseng

Cross-Links

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PubChem 51066493
NPASS NPC242299