Rabdoserrin B

Details

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Internal ID 56c50c30-a625-4dee-9cf3-73b4991db1c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,2R,4R,8S,9R,10S,12S,13R,16R)-2,8,12,16-tetrahydroxy-9-(hydroxymethyl)-5,5-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical) CC1(CCC(C2(C1CC(C34C2CC(C(C3O)C(=C)C4=O)O)O)CO)O)C
SMILES (Isomeric) CC1(CC[C@@H]([C@@]2([C@@H]1C[C@H]([C@]34[C@H]2C[C@@H]([C@H]([C@H]3O)C(=C)C4=O)O)O)CO)O)C
InChI InChI=1S/C20H30O6/c1-9-15-10(22)6-12-19(8-21)11(18(2,3)5-4-13(19)23)7-14(24)20(12,16(9)25)17(15)26/h10-15,17,21-24,26H,1,4-8H2,2-3H3/t10-,11+,12-,13-,14+,15+,17+,19+,20-/m0/s1
InChI Key NKQVWQVQOKOKNW-WEMBNSTNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O6
Molecular Weight 366.40 g/mol
Exact Mass 366.20423867 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.01
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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CHEMBL470763
1alpha,7alpha,12alpha,14beta,20-Pentahydroxykaura-16-ene-15-one

2D Structure

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2D Structure of Rabdoserrin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 - 0.6278 62.78%
Blood Brain Barrier + 0.6238 62.38%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6383 63.83%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.9054 90.54%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5009 50.09%
BSEP inhibitior - 0.8973 89.73%
P-glycoprotein inhibitior - 0.8061 80.61%
P-glycoprotein substrate - 0.7223 72.23%
CYP3A4 substrate + 0.6345 63.45%
CYP2C9 substrate - 0.8155 81.55%
CYP2D6 substrate - 0.8081 80.81%
CYP3A4 inhibition - 0.9040 90.40%
CYP2C9 inhibition - 0.7335 73.35%
CYP2C19 inhibition - 0.8732 87.32%
CYP2D6 inhibition - 0.9254 92.54%
CYP1A2 inhibition - 0.8840 88.40%
CYP2C8 inhibition - 0.8316 83.16%
CYP inhibitory promiscuity - 0.8281 82.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7079 70.79%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8330 83.30%
Skin irritation - 0.5756 57.56%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6511 65.11%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.5417 54.17%
skin sensitisation - 0.8229 82.29%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6257 62.57%
Acute Oral Toxicity (c) III 0.4816 48.16%
Estrogen receptor binding + 0.8186 81.86%
Androgen receptor binding + 0.5707 57.07%
Thyroid receptor binding + 0.7244 72.44%
Glucocorticoid receptor binding + 0.8228 82.28%
Aromatase binding + 0.6857 68.57%
PPAR gamma - 0.5359 53.59%
Honey bee toxicity - 0.8243 82.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9919 99.19%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 93.29% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.90% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.04% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.03% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.78% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.71% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.02% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.87% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.65% 82.69%
CHEMBL1871 P10275 Androgen Receptor 80.71% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 80.13% 90.17%

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.
Erigeron breviscapus
Isodon excisus
Isodon inflexus
Isodon serra
Physalis angulata

Cross-Links

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PubChem 14466844
NPASS NPC261333
LOTUS LTS0005544
wikiData Q104396080