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Dehydrothyrsiferol

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 0a094b92-08d7-413e-a114-b6b053842c33
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-4-en-1-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H51BrO6/c1-19(9-11-22(32)28(6)17-14-23(36-28)26(2,3)33)20-10-12-24-29(7,35-20)18-15-25(34-24)30(8)16-13-21(31)27(4,5)37-30/h20-25,32-33H,1,9-18H2,2-8H3/t20-,21-,22+,23-,24-,25-,28-,29+,30+/m1/s1
InChI Key ZAFALSYXVNIPJK-LGGVQCJHSA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C30H51BrO6
Molecular Weight 587.60 g/mol
Exact Mass 586.28690 g/mol
Topological Polar Surface Area (TPSA) 77.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.99
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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DHT Thyrsiferol
(1S)-4-((2R,4aS,6R,8aR)-2-((2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl)-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano(3,2-b)pyran-6-yl)-1-((2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl)pent-4-en-1-ol
(1S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-4-en-1-ol
RefChem:131566
CHEMBL23600

2D Structure

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2D Structure of Dehydrothyrsiferol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 - 0.7339 73.39%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6220 62.20%
OATP2B1 inhibitior - 0.5699 56.99%
OATP1B1 inhibitior + 0.8745 87.45%
OATP1B3 inhibitior + 0.9141 91.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6021 60.21%
P-glycoprotein inhibitior + 0.6345 63.45%
P-glycoprotein substrate - 0.5359 53.59%
CYP3A4 substrate + 0.6903 69.03%
CYP2C9 substrate - 0.7872 78.72%
CYP2D6 substrate - 0.7217 72.17%
CYP3A4 inhibition - 0.6542 65.42%
CYP2C9 inhibition - 0.7297 72.97%
CYP2C19 inhibition - 0.7710 77.10%
CYP2D6 inhibition - 0.8978 89.78%
CYP1A2 inhibition - 0.8195 81.95%
CYP2C8 inhibition + 0.4821 48.21%
CYP inhibitory promiscuity - 0.5892 58.92%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8610 86.10%
Carcinogenicity (trinary) Non-required 0.5459 54.59%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9353 93.53%
Skin irritation - 0.6626 66.26%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4701 47.01%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5649 56.49%
skin sensitisation - 0.7684 76.84%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5383 53.83%
Acute Oral Toxicity (c) III 0.4910 49.10%
Estrogen receptor binding + 0.6600 66.00%
Androgen receptor binding + 0.6199 61.99%
Thyroid receptor binding + 0.5546 55.46%
Glucocorticoid receptor binding + 0.7140 71.40%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.5779 57.79%
Honey bee toxicity - 0.7513 75.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.60% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.87% 96.61%
CHEMBL233 P35372 Mu opioid receptor 96.16% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 91.19% 98.05%
CHEMBL2581 P07339 Cathepsin D 90.93% 98.95%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.96% 95.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.80% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.97% 97.09%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.05% 92.78%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.51% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.51% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.82% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.79% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.72% 93.04%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.82% 92.29%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.73% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.58% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.06% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.04% 94.45%
CHEMBL1871 P10275 Androgen Receptor 80.78% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.75% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.69% 94.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.68% 93.18%
CHEMBL230 P35354 Cyclooxygenase-2 80.66% 89.63%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.48% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 80.10% 94.73%

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.
There are no matching plants.

Cross-Links

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PubChem 11721258
LOTUS LTS0015818
wikiData Q105369841