[(1aR,3aR,4S,5S,6R,7aR,7bS)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-4-(hydroxymethyl)-5,7a,7b-trimethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-6-yl] acetate

Details

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Internal ID f74aae48-d7f9-4939-bacf-ec08de7f12f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1aR,3aR,4S,5S,6R,7aR,7bS)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-4-(hydroxymethyl)-5,7a,7b-trimethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-6-yl] acetate
SMILES (Canonical) CC1C(CC2(C(C1(CC(C3=COC=C3)O)CO)CCC4C2(O4)C)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)CO)CC[C@@H]4[C@]2(O4)C)C)OC(=O)C
InChI InChI=1S/C22H32O6/c1-13-17(27-14(2)24)10-20(3)18(5-6-19-21(20,4)28-19)22(13,12-23)9-16(25)15-7-8-26-11-15/h7-8,11,13,16-19,23,25H,5-6,9-10,12H2,1-4H3/t13-,16-,17-,18+,19-,20-,21-,22-/m1/s1
InChI Key NGIPQJRSYHCOJC-VZPLLEKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O6
Molecular Weight 392.50 g/mol
Exact Mass 392.21988874 g/mol
Topological Polar Surface Area (TPSA) 92.40 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1aR,3aR,4S,5S,6R,7aR,7bS)-4-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-4-(hydroxymethyl)-5,7a,7b-trimethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-6-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9733 97.33%
Caco-2 + 0.5212 52.12%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6833 68.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.8907 89.07%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6610 66.10%
P-glycoprotein inhibitior - 0.6225 62.25%
P-glycoprotein substrate - 0.5350 53.50%
CYP3A4 substrate + 0.6599 65.99%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8208 82.08%
CYP3A4 inhibition + 0.5663 56.63%
CYP2C9 inhibition - 0.6476 64.76%
CYP2C19 inhibition - 0.7477 74.77%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.7884 78.84%
CYP2C8 inhibition + 0.4471 44.71%
CYP inhibitory promiscuity - 0.8558 85.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5771 57.71%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9861 98.61%
Skin irritation - 0.6504 65.04%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5640 56.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7055 70.55%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5601 56.01%
skin sensitisation - 0.9034 90.34%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6722 67.22%
Acute Oral Toxicity (c) I 0.3605 36.05%
Estrogen receptor binding + 0.8701 87.01%
Androgen receptor binding + 0.5957 59.57%
Thyroid receptor binding + 0.5869 58.69%
Glucocorticoid receptor binding + 0.7948 79.48%
Aromatase binding + 0.6620 66.20%
PPAR gamma - 0.4932 49.32%
Honey bee toxicity - 0.7249 72.49%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 0.9772 97.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.09% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.01% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.49% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.25% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.51% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.59% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.01% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.98% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.51% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.90% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.01% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.76% 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.
Croton eluteria

Cross-Links

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PubChem 162937940
LOTUS LTS0106207
wikiData Q105178949