Saikogenin D

Details

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Internal ID f928812c-1c1a-4bc9-9b60-bc06d6d3b631
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicene-3,8-diol
SMILES (Canonical) CC1(CCC2(C(CC3(C(=C2C1)C=CC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C)O)CO)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2C=CC4=C5CC(CC[C@@]5([C@@H](C[C@]43C)O)CO)(C)C)C)(C)CO)O
InChI InChI=1S/C30H48O4/c1-25(2)13-14-30(18-32)20(15-25)19-7-8-22-26(3)11-10-23(33)27(4,17-31)21(26)9-12-28(22,5)29(19,6)16-24(30)34/h7-8,21-24,31-34H,9-18H2,1-6H3/t21-,22-,23+,24-,26+,27+,28-,29-,30-/m1/s1
InChI Key QGNVMEXLLPGQEV-IULQVHCXSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.00
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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5573-16-0
(3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicene-3,8-diol
SCHEMBL8156259
CHEMBL3792565
HY-N4237
AKOS040760685
MS-28757
CS-0032494

2D Structure

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2D Structure of Saikogenin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 + 0.5109 51.09%
Blood Brain Barrier + 0.6885 68.85%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6316 63.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8764 87.64%
OATP1B3 inhibitior - 0.2145 21.45%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5767 57.67%
BSEP inhibitior + 0.8660 86.60%
P-glycoprotein inhibitior - 0.7388 73.88%
P-glycoprotein substrate - 0.6326 63.26%
CYP3A4 substrate + 0.6925 69.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7790 77.90%
CYP3A4 inhibition - 0.8689 86.89%
CYP2C9 inhibition - 0.8890 88.90%
CYP2C19 inhibition - 0.8714 87.14%
CYP2D6 inhibition - 0.9292 92.92%
CYP1A2 inhibition - 0.9060 90.60%
CYP2C8 inhibition - 0.5783 57.83%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6982 69.82%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.6535 65.35%
Skin corrosion - 0.9603 96.03%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7253 72.53%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8012 80.12%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5388 53.88%
Acute Oral Toxicity (c) III 0.7378 73.78%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.6780 67.80%
Thyroid receptor binding + 0.6830 68.30%
Glucocorticoid receptor binding + 0.7862 78.62%
Aromatase binding + 0.6939 69.39%
PPAR gamma + 0.5886 58.86%
Honey bee toxicity - 0.8371 83.71%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9662 96.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.36% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.10% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 91.42% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.36% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.52% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.52% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.73% 94.45%
CHEMBL1871 P10275 Androgen Receptor 84.99% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 84.81% 95.93%

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.
Bupleurum chinense
Bupleurum falcatum
Bupleurum scorzonerifolium

Cross-Links

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PubChem 9890994
NPASS NPC237795
LOTUS LTS0056477
wikiData Q104397241