Hyrtiosal

Details

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Internal ID 73bd6726-37d4-4b50-baf5-21a397a4fa23
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name (2S,3S,3aR,5aS,9aS,9bR)-3-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,3a,6,6,9a-pentamethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2-carbaldehyde
SMILES (Canonical) CC1(CCCC2(C1CCC3(C2CC(C3CC(C4=COC=C4)O)(C)C=O)C)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2C[C@]([C@H]3C[C@@H](C4=COC=C4)O)(C)C=O)C)(C)C
InChI InChI=1S/C25H38O3/c1-22(2)9-6-10-24(4)19(22)7-11-25(5)20(23(3,16-26)14-21(24)25)13-18(27)17-8-12-28-15-17/h8,12,15-16,18-21,27H,6-7,9-11,13-14H2,1-5H3/t18-,19-,20+,21+,23+,24-,25-/m0/s1
InChI Key PUTJFIQGLGDLIT-RNDOZLNUSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O3
Molecular Weight 386.60 g/mol
Exact Mass 386.28209507 g/mol
Topological Polar Surface Area (TPSA) 50.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.18
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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Hyrtiosal [MI]
(-)-Hyrtiosal
WX5FRH0E65
UNII-WX5FRH0E65
(2S,3S,3aR,5aS,9aS,9bR)-3-((2S)-2-(3-Furanyl)-2-hydroxyethyl)dodecahydro-2,3a,6,6,9a-pentamethyl-1H-benz(E)indene-2-carboxaldehyde
138355-07-4
1H-Benz(E)indene-2-carboxaldehyde, 3-((2S)-2-(3-furanyl)-2-hydroxyethyl)dodecahydro-2,3a,6,6,9a-pentamethyl-, (2S,3S,3aR,5aS,9aS,9bR)-
SCHEMBL37499
CHEMBL1078661
(2S,3S,3aR,5aS,9aS,9bR)-3-[(2S)-2-(3-furyl)-2-hydroxy-ethyl]-2,3a,6,6,9a-pentamethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2-carbaldehyde
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Hyrtiosal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 + 0.4942 49.42%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4905 49.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7721 77.21%
OATP1B3 inhibitior + 0.9558 95.58%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9444 94.44%
P-glycoprotein inhibitior - 0.6269 62.69%
P-glycoprotein substrate - 0.6994 69.94%
CYP3A4 substrate + 0.6460 64.60%
CYP2C9 substrate - 0.5957 59.57%
CYP2D6 substrate + 0.3598 35.98%
CYP3A4 inhibition - 0.7045 70.45%
CYP2C9 inhibition - 0.7260 72.60%
CYP2C19 inhibition - 0.7391 73.91%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.7817 78.17%
CYP2C8 inhibition + 0.4572 45.72%
CYP inhibitory promiscuity - 0.8457 84.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6424 64.24%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9513 95.13%
Skin irritation - 0.6611 66.11%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8572 85.72%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6826 68.26%
skin sensitisation - 0.7234 72.34%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8718 87.18%
Acute Oral Toxicity (c) III 0.5548 55.48%
Estrogen receptor binding + 0.9182 91.82%
Androgen receptor binding + 0.5225 52.25%
Thyroid receptor binding + 0.7862 78.62%
Glucocorticoid receptor binding + 0.8676 86.76%
Aromatase binding + 0.7698 76.98%
PPAR gamma + 0.5747 57.47%
Honey bee toxicity - 0.8825 88.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9773 97.73%

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 97.82% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.88% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.86% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.51% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.47% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.19% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.67% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.17% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.07% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.09% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.94% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 82.52% 92.97%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.63% 100.00%

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.
Albizia adinocephala
Pimpinella aurea

Cross-Links

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PubChem 11361184
NPASS NPC205765
ChEMBL CHEMBL1078661
LOTUS LTS0086347
wikiData Q104401092