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[(1S,2S,4S,5R,8R,9S,10R,13R,15R)-2-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-10,15-dihydroxy-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-8-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

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 0aa11343-0330-442a-9059-3c5a7244c9c3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2S,4S,5R,8R,9S,10R,13R,15R)-2-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-10,15-dihydroxy-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-8-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical) CC1C(O1)(C)C(=O)OC2CCC(C3C2(C4(CCC5CC4(C(C3)OC(=O)C6(C(O6)C)C)C(C5=C)O)O)C)(C)C(=O)OC
SMILES (Isomeric) C[C@@H]1[C@@](O1)(C)C(=O)O[C@@H]2CC[C@@]([C@@H]3[C@@]2([C@@]4(CC[C@@H]5C[C@@]4([C@H](C3)OC(=O)[C@@]6([C@H](O6)C)C)[C@@H](C5=C)O)O)C)(C)C(=O)OC
InChI InChI=1S/C31H44O10/c1-15-18-9-12-31(36)27(5)19(13-21(30(31,14-18)22(15)32)39-25(35)29(7)17(3)41-29)26(4,23(33)37-8)11-10-20(27)38-24(34)28(6)16(2)40-28/h16-22,32,36H,1,9-14H2,2-8H3/t16-,17-,18-,19-,20-,21+,22-,26-,27+,28+,29+,30-,31-/m1/s1
InChI Key BEPHKOSIIODLBA-GNNMEBJLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O10
Molecular Weight 576.70 g/mol
Exact Mass 576.29344760 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.61
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,8R,9S,10R,13R,15R)-2-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-10,15-dihydroxy-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-8-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (2S,3R)-2,3-dimethyloxirane-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 + 0.9439 94.39%
Caco-2 - 0.7510 75.10%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5522 55.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8864 88.64%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.8666 86.66%
P-glycoprotein inhibitior + 0.6848 68.48%
P-glycoprotein substrate + 0.5313 53.13%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 0.7898 78.98%
CYP2D6 substrate - 0.8209 82.09%
CYP3A4 inhibition - 0.6132 61.32%
CYP2C9 inhibition - 0.7008 70.08%
CYP2C19 inhibition - 0.7984 79.84%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.7493 74.93%
CYP2C8 inhibition - 0.6426 64.26%
CYP inhibitory promiscuity - 0.9451 94.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5958 59.58%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8937 89.37%
Skin irritation - 0.5439 54.39%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4803 48.03%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5272 52.72%
skin sensitisation - 0.8362 83.62%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4665 46.65%
Acute Oral Toxicity (c) I 0.2791 27.91%
Estrogen receptor binding + 0.7444 74.44%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding + 0.5350 53.50%
Glucocorticoid receptor binding + 0.7350 73.50%
Aromatase binding + 0.7425 74.25%
PPAR gamma + 0.7011 70.11%
Honey bee toxicity - 0.7395 73.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9871 98.71%

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 93.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.96% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.04% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.02% 91.07%
CHEMBL4040 P28482 MAP kinase ERK2 88.69% 83.82%
CHEMBL3837 P07711 Cathepsin L 88.64% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.42% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 86.54% 91.19%
CHEMBL259 P32245 Melanocortin receptor 4 85.08% 95.38%
CHEMBL5028 O14672 ADAM10 84.37% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.70% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.19% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.56% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.21% 100.00%
CHEMBL4072 P07858 Cathepsin B 82.20% 93.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.70% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.33% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.53% 94.00%
CHEMBL1871 P10275 Androgen Receptor 80.05% 96.43%

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.
Platycarphella carlinoides

Cross-Links

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PubChem 163001842
LOTUS LTS0097897
wikiData Q104933316