methyl 9-hydroxy-4,6a,6b,8a,11,14a-hexamethyl-3,10-dioxo-2,4,5,6,6a,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

Top
Internal ID 63afd016-6c99-469d-abae-f22dc99030c5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name methyl 9-hydroxy-4,6a,6b,8a,11,14a-hexamethyl-3,10-dioxo-2,4,5,6,6a,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1CC2C(CCC3(C2(CCC4(C3CCC5(C4CCC(=O)C5C)C(=O)OC)C)C)C)(C(C1=O)O)C
SMILES (Isomeric) CC1CC2C(CCC3(C2(CCC4(C3CCC5(C4CCC(=O)C5C)C(=O)OC)C)C)C)(C(C1=O)O)C
InChI InChI=1S/C30H46O5/c1-17-16-22-27(4,24(33)23(17)32)13-15-28(5)20-10-11-30(25(34)35-7)18(2)19(31)8-9-21(30)26(20,3)12-14-29(22,28)6/h17-18,20-22,24,33H,8-16H2,1-7H3
InChI Key KNIXFTUCWDHXDH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 9-hydroxy-4,6a,6b,8a,11,14a-hexamethyl-3,10-dioxo-2,4,5,6,6a,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9718 97.18%
Caco-2 - 0.5760 57.60%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8769 87.69%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8847 88.47%
OATP1B3 inhibitior + 0.8953 89.53%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.9452 94.52%
P-glycoprotein inhibitior - 0.4354 43.54%
P-glycoprotein substrate - 0.6256 62.56%
CYP3A4 substrate + 0.7129 71.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8334 83.34%
CYP3A4 inhibition - 0.7318 73.18%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition - 0.9027 90.27%
CYP2D6 inhibition - 0.9687 96.87%
CYP1A2 inhibition - 0.5968 59.68%
CYP2C8 inhibition - 0.6413 64.13%
CYP inhibitory promiscuity - 0.9869 98.69%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9820 98.20%
Carcinogenicity (trinary) Non-required 0.6816 68.16%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.5123 51.23%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6739 67.39%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6092 60.92%
skin sensitisation - 0.8679 86.79%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5289 52.89%
Acute Oral Toxicity (c) III 0.6113 61.13%
Estrogen receptor binding + 0.7318 73.18%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding + 0.6434 64.34%
Glucocorticoid receptor binding + 0.7682 76.82%
Aromatase binding + 0.7194 71.94%
PPAR gamma - 0.4836 48.36%
Honey bee toxicity - 0.7258 72.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9782 97.82%

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 94.41% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.58% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.68% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.59% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.10% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.31% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.94% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.11% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.24% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.17% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.74% 92.94%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.77% 94.33%
CHEMBL1871 P10275 Androgen Receptor 84.29% 96.43%
CHEMBL2581 P07339 Cathepsin D 82.76% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.68% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.96% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.05% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.13% 85.30%

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.
Tripterygium wilfordii

Cross-Links

Top
PubChem 162873826
LOTUS LTS0227067
wikiData Q105143430