[(1R,2S,8R,9S,10R,13R,15R)-2,8,10-trihydroxy-5,9-dimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadec-4-enyl] acetate

Details

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Internal ID 608274e6-3cb7-44db-9089-7076e136987c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,8R,9S,10R,13R,15R)-2,8,10-trihydroxy-5,9-dimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadec-4-enyl] acetate
SMILES (Canonical) CC1=C2CC(C34CC(CCC3(C2(C(CC1)O)C)O)C(=C)C4OC(=O)C)O
SMILES (Isomeric) CC1=C2C[C@@H]([C@@]34C[C@@H](CC[C@]3([C@@]2([C@@H](CC1)O)C)O)C(=C)[C@H]4OC(=O)C)O
InChI InChI=1S/C21H30O5/c1-11-5-6-16(23)19(4)15(11)9-17(24)20-10-14(7-8-21(19,20)25)12(2)18(20)26-13(3)22/h14,16-18,23-25H,2,5-10H2,1,3-4H3/t14-,16-,17+,18-,19+,20-,21-/m1/s1
InChI Key XMXBKYHAYRKBIV-PCIARNIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O5
Molecular Weight 362.50 g/mol
Exact Mass 362.20932405 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,8R,9S,10R,13R,15R)-2,8,10-trihydroxy-5,9-dimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadec-4-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.5317 53.17%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6575 65.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8837 88.37%
OATP1B3 inhibitior - 0.3615 36.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior - 0.6221 62.21%
P-glycoprotein inhibitior - 0.7466 74.66%
P-glycoprotein substrate - 0.6186 61.86%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8550 85.50%
CYP3A4 inhibition - 0.8422 84.22%
CYP2C9 inhibition - 0.6827 68.27%
CYP2C19 inhibition - 0.8044 80.44%
CYP2D6 inhibition - 0.9494 94.94%
CYP1A2 inhibition - 0.6850 68.50%
CYP2C8 inhibition - 0.6891 68.91%
CYP inhibitory promiscuity - 0.9063 90.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6168 61.68%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.7174 71.74%
Skin irritation + 0.6261 62.61%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4603 46.03%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5301 53.01%
skin sensitisation - 0.7973 79.73%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5809 58.09%
Acute Oral Toxicity (c) I 0.4118 41.18%
Estrogen receptor binding + 0.7703 77.03%
Androgen receptor binding + 0.7136 71.36%
Thyroid receptor binding + 0.6167 61.67%
Glucocorticoid receptor binding + 0.7783 77.83%
Aromatase binding + 0.6305 63.05%
PPAR gamma - 0.6452 64.52%
Honey bee toxicity - 0.7862 78.62%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9974 99.74%

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 96.36% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.29% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.65% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.10% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.67% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.49% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.13% 94.45%
CHEMBL5028 O14672 ADAM10 83.06% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.31% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 81.88% 94.75%
CHEMBL1871 P10275 Androgen Receptor 81.67% 96.43%
CHEMBL217 P14416 Dopamine D2 receptor 81.36% 95.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.93% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 80.69% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.50% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.37% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.29% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.06% 97.79%

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 163018408
LOTUS LTS0257316
wikiData Q105331482