methyl (2S,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS,14bR)-10-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate

Details

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Internal ID 6e65080c-27cc-4c25-b8a1-997f702fb2c8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2S,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS,14bR)-10-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
SMILES (Canonical) CC12CCC(CC1C3=CC(=O)C4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)O)C)(C)C(=O)OC
SMILES (Isomeric) C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H]([C@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O)C)(C)C(=O)OC
InChI InChI=1S/C31H48O5/c1-26-12-13-27(2,25(35)36-7)17-20(26)19-16-21(33)24-28(3)10-9-23(34)29(4,18-32)22(28)8-11-31(24,6)30(19,5)15-14-26/h16,20,22-24,32,34H,8-15,17-18H2,1-7H3/t20-,22+,23-,24+,26+,27-,28-,29+,30+,31+/m0/s1
InChI Key XUYKSQAOCYIBAB-SYKXBTKPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O5
Molecular Weight 500.70 g/mol
Exact Mass 500.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS,14bR)-10-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9756 97.56%
Caco-2 - 0.5746 57.46%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8575 85.75%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior - 0.4185 41.85%
OATP1B3 inhibitior - 0.3041 30.41%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9065 90.65%
P-glycoprotein inhibitior - 0.4576 45.76%
P-glycoprotein substrate - 0.6907 69.07%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 0.7976 79.76%
CYP2D6 substrate - 0.9044 90.44%
CYP3A4 inhibition - 0.7573 75.73%
CYP2C9 inhibition - 0.8472 84.72%
CYP2C19 inhibition - 0.8875 88.75%
CYP2D6 inhibition - 0.9456 94.56%
CYP1A2 inhibition - 0.8194 81.94%
CYP2C8 inhibition + 0.4534 45.34%
CYP inhibitory promiscuity - 0.9118 91.18%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7403 74.03%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.5328 53.28%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7120 71.20%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6830 68.30%
skin sensitisation - 0.9153 91.53%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7197 71.97%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.6871 68.71%
Androgen receptor binding + 0.7377 73.77%
Thyroid receptor binding + 0.6173 61.73%
Glucocorticoid receptor binding + 0.8226 82.26%
Aromatase binding + 0.7351 73.51%
PPAR gamma + 0.5997 59.97%
Honey bee toxicity - 0.8325 83.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9817 98.17%

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 97.22% 91.11%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 97.12% 94.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.10% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.06% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.57% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.72% 91.07%
CHEMBL2581 P07339 Cathepsin D 89.15% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.27% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.83% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.63% 95.56%
CHEMBL2916 O14746 Telomerase reverse transcriptase 83.36% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.84% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.23% 96.90%

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.
Glycyrrhiza uralensis
Mitracarpus hirtus

Cross-Links

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PubChem 14633225
NPASS NPC250098