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dimethyl (E,6R)-6-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enedioate

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 75cfeb59-1b07-44e4-9fe0-0d8a6fc2defb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name dimethyl (E,6R)-6-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enedioate
SMILES (Canonical) CC(=CCCC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=O)OC)C(=O)OC
SMILES (Isomeric) C/C(=C\CC[C@H]([C@H]1C[C@@H]([C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=O)OC)/C(=O)OC
InChI InChI=1S/C32H50O6/c1-19(27(35)37-7)10-9-11-20(28(36)38-8)23-18-26(34)32(6)22-12-13-24-29(2,3)25(33)15-16-30(24,4)21(22)14-17-31(23,32)5/h10,20,23-26,33-34H,9,11-18H2,1-8H3/b19-10+/t20-,23-,24+,25+,26+,30-,31-,32-/m1/s1
InChI Key MLRHXKRKASWYSR-PCSPJTASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of dimethyl (E,6R)-6-[(3S,5R,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 - 0.6470 64.70%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8821 88.21%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8133 81.33%
OATP1B3 inhibitior - 0.4923 49.23%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.9736 97.36%
P-glycoprotein inhibitior + 0.6683 66.83%
P-glycoprotein substrate - 0.5152 51.52%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.7944 79.44%
CYP2C9 inhibition - 0.7956 79.56%
CYP2C19 inhibition - 0.9175 91.75%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.8854 88.54%
CYP2C8 inhibition + 0.5360 53.60%
CYP inhibitory promiscuity - 0.8416 84.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7114 71.14%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9300 93.00%
Skin irritation + 0.5890 58.90%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4073 40.73%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6164 61.64%
skin sensitisation - 0.7627 76.27%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.6465 64.65%
Acute Oral Toxicity (c) III 0.5525 55.25%
Estrogen receptor binding + 0.7416 74.16%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5734 57.34%
Glucocorticoid receptor binding + 0.8360 83.60%
Aromatase binding + 0.7831 78.31%
PPAR gamma + 0.6276 62.76%
Honey bee toxicity - 0.6550 65.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.58% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.97% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.47% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.91% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.96% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.46% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.36% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.77% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.65% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.82% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.33% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.20% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.94% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.44% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.19% 92.62%
CHEMBL5028 O14672 ADAM10 80.98% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.60% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.33% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162924635
LOTUS LTS0127864
wikiData Q105167002