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(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol

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

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Internal ID 5525f217-5957-49d1-8cf5-8a80513fc5ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-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)C
SMILES (Isomeric) CC(=CCCC(=C)[C@H]1CC[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)C
InChI InChI=1S/C30H50O3/c1-18(2)10-9-11-19(3)20-12-15-29(7)25(20)21(31)16-23-28(6)14-13-24(33)27(4,5)26(28)22(32)17-30(23,29)8/h10,20-26,31-33H,3,9,11-17H2,1-2,4-8H3/t20-,21-,22+,23-,24+,25+,26+,28-,29-,30-/m1/s1
InChI Key PVFYPUURNFDINN-ACLGHVBBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-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 + 0.9964 99.64%
Caco-2 - 0.6200 62.00%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5551 55.51%
OATP2B1 inhibitior - 0.5752 57.52%
OATP1B1 inhibitior + 0.8665 86.65%
OATP1B3 inhibitior + 0.8754 87.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6718 67.18%
P-glycoprotein inhibitior - 0.5528 55.28%
P-glycoprotein substrate - 0.6556 65.56%
CYP3A4 substrate + 0.6833 68.33%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.7308 73.08%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.8603 86.03%
CYP2D6 inhibition - 0.9534 95.34%
CYP1A2 inhibition - 0.9402 94.02%
CYP2C8 inhibition - 0.5729 57.29%
CYP inhibitory promiscuity - 0.6170 61.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6612 66.12%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9228 92.28%
Skin irritation + 0.5396 53.96%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6977 69.77%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6548 65.48%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.4774 47.74%
Acute Oral Toxicity (c) I 0.7152 71.52%
Estrogen receptor binding + 0.7436 74.36%
Androgen receptor binding + 0.7461 74.61%
Thyroid receptor binding + 0.5985 59.85%
Glucocorticoid receptor binding + 0.7302 73.02%
Aromatase binding + 0.7515 75.15%
PPAR gamma + 0.5708 57.08%
Honey bee toxicity - 0.6326 63.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.49% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.12% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.44% 95.58%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.08% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.97% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.67% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 89.80% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.34% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.67% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.87% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.23% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.19% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.72% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.25% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 84.35% 90.17%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 84.04% 95.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.08% 95.89%
CHEMBL240 Q12809 HERG 82.94% 89.76%
CHEMBL1937 Q92769 Histone deacetylase 2 82.78% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.33% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.79% 97.50%

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 57393678
NPASS NPC138621
ChEMBL CHEMBL1939358
LOTUS LTS0131777
wikiData Q105215431