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Terresterol

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 d8b48fca-0844-4515-84f5-492fd0791196
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3R,5R)-5-acetyloxy-3,6-dihydroxy-2-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptyl] acetate
SMILES (Canonical) CC(=O)OCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)C(CC(C(C)(C)O)OC(=O)C)O
SMILES (Isomeric) CC(=O)OC[C@@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)[C@@H](C[C@H](C(C)(C)O)OC(=O)C)O
InChI InChI=1S/C34H56O7/c1-20(35)40-19-22(26(37)18-29(31(5,6)39)41-21(2)36)23-12-16-34(9)25-10-11-27-30(3,4)28(38)14-15-32(27,7)24(25)13-17-33(23,34)8/h22-23,26-29,37-39H,10-19H2,1-9H3/t22-,23+,26+,27-,28-,29+,32+,33+,34-/m0/s1
InChI Key FDNZVAKKHHFURP-XMPRBOKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O7
Molecular Weight 576.80 g/mol
Exact Mass 576.40260412 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.73
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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[(2R,3R,5R)-5-acetyloxy-3,6-dihydroxy-2-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptyl] acetate
((2R,3R,5R)-5-acetyloxy-3,6-dihydroxy-2-((3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-17-yl)-6-methylheptyl) acetate
(3R,5R,6R)-7-(Acetyloxy)-2,5-dihydroxy-6-((2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo(8.7.0.0,.0,)heptadec-1(10)-en-14-yl)-2-methylheptan-3-yl acetic acid
(3R,5R,6R)-7-(Acetyloxy)-2,5-dihydroxy-6-[(2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-2-methylheptan-3-yl acetic acid
RefChem:188086
St-1
SCHEMBL29349805
CHEBI:199615

2D Structure

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2D Structure of Terresterol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.7449 74.49%
Blood Brain Barrier + 1.0000 100.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.9115 91.15%
OATP2B1 inhibitior - 0.5673 56.73%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.8881 88.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6057 60.57%
BSEP inhibitior + 0.9177 91.77%
P-glycoprotein inhibitior + 0.7104 71.04%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7046 70.46%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.8705 87.05%
CYP2C9 inhibition - 0.7914 79.14%
CYP2C19 inhibition - 0.9299 92.99%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.9003 90.03%
CYP2C8 inhibition + 0.6266 62.66%
CYP inhibitory promiscuity - 0.8972 89.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6585 65.85%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9201 92.01%
Skin irritation + 0.6798 67.98%
Skin corrosion - 0.9589 95.89%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6499 64.99%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9087 90.87%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4651 46.51%
Acute Oral Toxicity (c) III 0.4356 43.56%
Estrogen receptor binding + 0.6762 67.62%
Androgen receptor binding + 0.7692 76.92%
Thyroid receptor binding - 0.5369 53.69%
Glucocorticoid receptor binding + 0.7509 75.09%
Aromatase binding + 0.7600 76.00%
PPAR gamma + 0.6252 62.52%
Honey bee toxicity - 0.7228 72.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL2581 P07339 Cathepsin D 98.60% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.59% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.53% 91.11%
CHEMBL240 Q12809 HERG 94.46% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.02% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 87.40% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.31% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.04% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.58% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.99% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.95% 89.05%
CHEMBL5028 O14672 ADAM10 84.86% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.22% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.60% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.74% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.21% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.65% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.29% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.10% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.01% 90.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.83% 95.89%

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 71623221
LOTUS LTS0217251
wikiData Q75067212