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Cascarillin

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 910f68b4-b545-49ed-a640-458bd0308edf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(2R,3S,4S,4aS,7R,8R,8aR)-4-formyl-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-7,8-dihydroxy-3,8,8a-trimethyl-2,3,4a,5,6,7-hexahydro-1H-naphthalen-2-yl] acetate
SMILES (Canonical) CC1C(CC2(C(C1(CC(C3=COC=C3)O)C=O)CCC(C2(C)O)O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@@]2([C@@H]([C@]1(C[C@H](C3=COC=C3)O)C=O)CC[C@H]([C@]2(C)O)O)C)OC(=O)C
InChI InChI=1S/C22H32O7/c1-13-17(29-14(2)24)10-20(3)18(5-6-19(26)21(20,4)27)22(13,12-23)9-16(25)15-7-8-28-11-15/h7-8,11-13,16-19,25-27H,5-6,9-10H2,1-4H3/t13-,16-,17-,18+,19-,20-,21+,22-/m1/s1
InChI Key ZOWKQQIGQBVKSV-BZLLESMPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O7
Molecular Weight 408.50 g/mol
Exact Mass 408.21480336 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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Cascarillin [MI]
10118-56-6
UNII-AQ7KPX1L65
AQ7KPX1L65
C09071
(1S,2S,3R,4aR,5R,6R,8aS)-3-(Acetyloxy)-1-((2R)-2-(3-furanyl)-2-hydroxyethyl)decahydro-5,6-dihydroxy-2,4a,5-trimethyl-1-naphthalenecarboxaldehyde
1-Naphthalenecarboxaldehyde, 3-(acetyloxy)-1-((2R)-2-(3-furanyl)-2-hydroxyethyl)decahydro-5,6-dihydroxy-2,4a,5-trimethyl-, (1S,2S,3R,4aR,5R,6R,8aS)-
AC1L9C3Q
[(2R,3S,4S,4aS,7R,8R,8aR)-4-formyl-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-7,8-dihydroxy-3,8,8a-trimethyl-2,3,4a,5,6,7-hexahydro-1H-naphthalen-2-yl] acetate
CHEBI:3445
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cascarillin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9490 94.90%
Caco-2 - 0.5781 57.81%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7462 74.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8124 81.24%
OATP1B3 inhibitior + 0.7931 79.31%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6634 66.34%
P-glycoprotein inhibitior - 0.6910 69.10%
P-glycoprotein substrate + 0.5366 53.66%
CYP3A4 substrate + 0.6802 68.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8266 82.66%
CYP3A4 inhibition + 0.6156 61.56%
CYP2C9 inhibition - 0.8268 82.68%
CYP2C19 inhibition - 0.7253 72.53%
CYP2D6 inhibition - 0.9590 95.90%
CYP1A2 inhibition - 0.6599 65.99%
CYP2C8 inhibition + 0.4885 48.85%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6121 61.21%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9748 97.48%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9131 91.31%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7202 72.02%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7100 71.00%
skin sensitisation - 0.9213 92.13%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7260 72.60%
Acute Oral Toxicity (c) I 0.4442 44.42%
Estrogen receptor binding + 0.8499 84.99%
Androgen receptor binding + 0.6221 62.21%
Thyroid receptor binding + 0.6420 64.20%
Glucocorticoid receptor binding + 0.7690 76.90%
Aromatase binding + 0.6109 61.09%
PPAR gamma - 0.5496 54.96%
Honey bee toxicity - 0.7815 78.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9917 99.17%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.07% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.08% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.90% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.94% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.45% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.21% 89.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.02% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.22% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.91% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.35% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.85% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.69% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.41% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.28% 97.25%
CHEMBL5028 O14672 ADAM10 80.07% 97.50%

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.
Croton eluteria

Cross-Links

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PubChem 442011
LOTUS LTS0114198
wikiData Q27106081