PlantaeDB Logo
Login Sign-up

(1S,3S,5S,10S,13R,17S,18S,20R)-5-hydroxy-9,9,16-trimethyl-18-(2-methylprop-1-enyl)-20-propan-2-yl-19-oxahexacyclo[11.5.3.01,20.03,13.03,17.05,10]henicos-15-ene-2,21-dione

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

Top
Internal ID 0d8d4c7b-ba5e-4c47-b618-1330bd18c052
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name (1S,3S,5S,10S,13R,17S,18S,20R)-5-hydroxy-9,9,16-trimethyl-18-(2-methylprop-1-enyl)-20-propan-2-yl-19-oxahexacyclo[11.5.3.01,20.03,13.03,17.05,10]henicos-15-ene-2,21-dione
SMILES (Canonical) CC1=CCC23CCC4C(CCCC4(CC25C1C(C6(C5=O)C(C3=O)(O6)C(C)C)C=C(C)C)O)(C)C
SMILES (Isomeric) CC1=CC[C@]23CC[C@@H]4[C@](CCCC4(C)C)(C[C@]25[C@H]1[C@@H]([C@@]6(C5=O)[C@](C3=O)(O6)C(C)C)C=C(C)C)O
InChI InChI=1S/C30H42O4/c1-17(2)15-20-22-19(5)9-13-26-14-10-21-25(6,7)11-8-12-27(21,33)16-28(22,26)24(32)30(20)29(34-30,18(3)4)23(26)31/h9,15,18,20-22,33H,8,10-14,16H2,1-7H3/t20-,21-,22+,26+,27-,28+,29-,30+/m0/s1
InChI Key LFBLHUGGKDXXJU-CGTCWAPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H42O4
Molecular Weight 466.70 g/mol
Exact Mass 466.30830982 g/mol
Topological Polar Surface Area (TPSA) 66.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.58
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,3S,5S,10S,13R,17S,18S,20R)-5-hydroxy-9,9,16-trimethyl-18-(2-methylprop-1-enyl)-20-propan-2-yl-19-oxahexacyclo[11.5.3.01,20.03,13.03,17.05,10]henicos-15-ene-2,21-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 + 0.5753 57.53%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6933 69.33%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8334 83.34%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5833 58.33%
BSEP inhibitior + 0.8497 84.97%
P-glycoprotein inhibitior - 0.5225 52.25%
P-glycoprotein substrate - 0.6214 62.14%
CYP3A4 substrate + 0.6878 68.78%
CYP2C9 substrate - 0.5940 59.40%
CYP2D6 substrate - 0.7745 77.45%
CYP3A4 inhibition - 0.6620 66.20%
CYP2C9 inhibition - 0.6597 65.97%
CYP2C19 inhibition - 0.6584 65.84%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.7177 71.77%
CYP2C8 inhibition + 0.4769 47.69%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6120 61.20%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9188 91.88%
Skin irritation + 0.5294 52.94%
Skin corrosion - 0.9177 91.77%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5677 56.77%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7421 74.21%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7556 75.56%
Acute Oral Toxicity (c) III 0.3398 33.98%
Estrogen receptor binding + 0.7111 71.11%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding + 0.6166 61.66%
Glucocorticoid receptor binding + 0.8220 82.20%
Aromatase binding + 0.7051 70.51%
PPAR gamma + 0.6016 60.16%
Honey bee toxicity - 0.7423 74.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9865 98.65%

Targets

Top

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 98.01% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 97.39% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.16% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.14% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.95% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.02% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.06% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.26% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.57% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.29% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.34% 85.30%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.85% 93.00%
CHEMBL3401 O75469 Pregnane X receptor 87.57% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.65% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.90% 93.56%
CHEMBL1871 P10275 Androgen Receptor 83.45% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.29% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.95% 90.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.97% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.62% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.54% 93.03%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.21% 88.56%
CHEMBL325 Q13547 Histone deacetylase 1 80.82% 95.92%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.50% 100.00%

Plants that contains it

Top
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.
Salvia bucharica

Cross-Links

Top
PubChem 100970222
LOTUS LTS0083818
wikiData Q105150942