(1R,2R,4aR,5R,6R,8aS)-1-[2-(furan-3-yl)-2-oxoethyl]-5,6-dihydroxy-2,4a,5-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde

Details

Top
Internal ID b775fec4-b527-485e-b527-3d07529c7c21
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (1R,2R,4aR,5R,6R,8aS)-1-[2-(furan-3-yl)-2-oxoethyl]-5,6-dihydroxy-2,4a,5-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde
SMILES (Canonical) CC1CCC2(C(C1(CC(=O)C3=COC=C3)C=O)CCC(C2(C)O)O)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@]1(CC(=O)C3=COC=C3)C=O)CC[C@H]([C@]2(C)O)O)C
InChI InChI=1S/C20H28O5/c1-13-6-8-18(2)16(4-5-17(23)19(18,3)24)20(13,12-21)10-15(22)14-7-9-25-11-14/h7,9,11-13,16-17,23-24H,4-6,8,10H2,1-3H3/t13-,16+,17-,18-,19+,20-/m1/s1
InChI Key YCSIGVSHBWAUNH-JPXWGHGXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 87.70 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,2R,4aR,5R,6R,8aS)-1-[2-(furan-3-yl)-2-oxoethyl]-5,6-dihydroxy-2,4a,5-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9707 97.07%
Caco-2 + 0.6203 62.03%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7381 73.81%
OATP2B1 inhibitior - 0.8648 86.48%
OATP1B1 inhibitior + 0.7468 74.68%
OATP1B3 inhibitior + 0.9098 90.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5347 53.47%
P-glycoprotein inhibitior - 0.8503 85.03%
P-glycoprotein substrate - 0.6371 63.71%
CYP3A4 substrate + 0.6385 63.85%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8143 81.43%
CYP3A4 inhibition + 0.5602 56.02%
CYP2C9 inhibition - 0.8577 85.77%
CYP2C19 inhibition - 0.7801 78.01%
CYP2D6 inhibition - 0.9564 95.64%
CYP1A2 inhibition - 0.7000 70.00%
CYP2C8 inhibition + 0.5257 52.57%
CYP inhibitory promiscuity - 0.9577 95.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5898 58.98%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9784 97.84%
Skin irritation + 0.5191 51.91%
Skin corrosion - 0.8946 89.46%
Ames mutagenesis - 0.7240 72.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7296 72.96%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6361 63.61%
skin sensitisation - 0.8897 88.97%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8778 87.78%
Acute Oral Toxicity (c) III 0.3504 35.04%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.6273 62.73%
Thyroid receptor binding + 0.6846 68.46%
Glucocorticoid receptor binding + 0.7332 73.32%
Aromatase binding + 0.7265 72.65%
PPAR gamma - 0.5270 52.70%
Honey bee toxicity - 0.9248 92.48%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9833 98.33%

Targets

Top

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
CHEMBL221 P23219 Cyclooxygenase-1 96.77% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.01% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.72% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.69% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.27% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.82% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.04% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.91% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.38% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.74% 95.89%
CHEMBL2581 P07339 Cathepsin D 80.32% 98.95%

Plants that contains it

Top
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 hovarum

Cross-Links

Top
PubChem 15276130
LOTUS LTS0032822
wikiData Q105346460