4a,8,10-Trihydroxy-1-(2-hydroxypropan-2-yl)-6a-methyl-4-methylidene-7-(2-methylpropyl)-1,2,3,5,6,7,12a,12b-octahydronaphtho[1,2-b]chromene-9,11-dicarbaldehyde

Details

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Internal ID 08f66fbd-3c1c-4a9e-838a-56e212ed247f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 4a,8,10-trihydroxy-1-(2-hydroxypropan-2-yl)-6a-methyl-4-methylidene-7-(2-methylpropyl)-1,2,3,5,6,7,12a,12b-octahydronaphtho[1,2-b]chromene-9,11-dicarbaldehyde
SMILES (Canonical) CC(C)CC1C2=C(C(=C(C(=C2OC3C1(CCC4(C3C(CCC4=C)C(C)(C)O)O)C)C=O)O)C=O)O
SMILES (Isomeric) CC(C)CC1C2=C(C(=C(C(=C2OC3C1(CCC4(C3C(CCC4=C)C(C)(C)O)O)C)C=O)O)C=O)O
InChI InChI=1S/C28H38O7/c1-14(2)11-19-20-23(32)16(12-29)22(31)17(13-30)24(20)35-25-21-18(26(4,5)33)8-7-15(3)28(21,34)10-9-27(19,25)6/h12-14,18-19,21,25,31-34H,3,7-11H2,1-2,4-6H3
InChI Key VWNYEWUFLXJJJS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4a,8,10-Trihydroxy-1-(2-hydroxypropan-2-yl)-6a-methyl-4-methylidene-7-(2-methylpropyl)-1,2,3,5,6,7,12a,12b-octahydronaphtho[1,2-b]chromene-9,11-dicarbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.6606 66.06%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7092 70.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7924 79.24%
OATP1B3 inhibitior + 0.8537 85.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9129 91.29%
P-glycoprotein inhibitior + 0.5806 58.06%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6682 66.82%
CYP2C9 substrate - 0.5942 59.42%
CYP2D6 substrate - 0.8097 80.97%
CYP3A4 inhibition + 0.6398 63.98%
CYP2C9 inhibition - 0.6599 65.99%
CYP2C19 inhibition - 0.5852 58.52%
CYP2D6 inhibition - 0.8981 89.81%
CYP1A2 inhibition + 0.6095 60.95%
CYP2C8 inhibition + 0.5910 59.10%
CYP inhibitory promiscuity - 0.7476 74.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7510 75.10%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8833 88.33%
Skin irritation - 0.6481 64.81%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.7567 75.67%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8658 86.58%
Acute Oral Toxicity (c) III 0.3980 39.80%
Estrogen receptor binding + 0.7195 71.95%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.5578 55.78%
Glucocorticoid receptor binding + 0.8474 84.74%
Aromatase binding + 0.7741 77.41%
PPAR gamma + 0.7186 71.86%
Honey bee toxicity - 0.8275 82.75%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.87% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.55% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.36% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 92.96% 98.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.74% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.55% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.54% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.15% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.10% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 84.69% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.36% 96.90%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.77% 95.34%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.44% 85.31%
CHEMBL1977 P11473 Vitamin D receptor 82.76% 99.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.35% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.31% 97.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.39% 93.40%

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.
Eucalyptus globulus

Cross-Links

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PubChem 162956934
LOTUS LTS0025215
wikiData Q105298189