(1R,4R,5R,8S,9S,10S,11R,15S)-4,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-2-en-7-one

Details

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Internal ID bd8e133b-20c6-4845-b25d-4e3770f9e22a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,4R,5R,8S,9S,10S,11R,15S)-4,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-2-en-7-one
SMILES (Canonical) CC1(CCC(C23C1C(C(C45C2=CC(C(C4)C(=C)C5=O)O)(OC3)O)O)O)C
SMILES (Isomeric) CC1(CC[C@@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45C2=C[C@H]([C@H](C4)C(=C)C5=O)O)(OC3)O)O)O)C
InChI InChI=1S/C20H26O6/c1-9-10-7-19(15(9)23)12(6-11(10)21)18-8-26-20(19,25)16(24)14(18)17(2,3)5-4-13(18)22/h6,10-11,13-14,16,21-22,24-25H,1,4-5,7-8H2,2-3H3/t10-,11-,13+,14-,16+,18-,19+,20-/m1/s1
InChI Key SVTYNLHLUMQZRM-OBSJPSQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O6
Molecular Weight 362.40 g/mol
Exact Mass 362.17293854 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.30
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,8S,9S,10S,11R,15S)-4,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-2-en-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9607 96.07%
Caco-2 - 0.6766 67.66%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8300 83.00%
OATP2B1 inhibitior - 0.8666 86.66%
OATP1B1 inhibitior + 0.8856 88.56%
OATP1B3 inhibitior + 0.9255 92.55%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7138 71.38%
BSEP inhibitior - 0.7996 79.96%
P-glycoprotein inhibitior - 0.8436 84.36%
P-glycoprotein substrate - 0.6812 68.12%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8282 82.82%
CYP3A4 inhibition - 0.8710 87.10%
CYP2C9 inhibition - 0.7841 78.41%
CYP2C19 inhibition - 0.8139 81.39%
CYP2D6 inhibition - 0.9149 91.49%
CYP1A2 inhibition - 0.7174 71.74%
CYP2C8 inhibition + 0.4470 44.70%
CYP inhibitory promiscuity - 0.9698 96.98%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6302 63.02%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9654 96.54%
Skin irritation + 0.5131 51.31%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8046 80.46%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.6408 64.08%
skin sensitisation - 0.8311 83.11%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7382 73.82%
Acute Oral Toxicity (c) III 0.4487 44.87%
Estrogen receptor binding + 0.6856 68.56%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding + 0.6400 64.00%
Glucocorticoid receptor binding + 0.8144 81.44%
Aromatase binding + 0.6929 69.29%
PPAR gamma - 0.5577 55.77%
Honey bee toxicity - 0.8267 82.67%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.33% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.64% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.54% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.46% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.60% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.76% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.51% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.37% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.89% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.57% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.34% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.80% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.19% 96.77%

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.
Isodon parvifolius

Cross-Links

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PubChem 162992271
LOTUS LTS0150819
wikiData Q105262441