(4aS,8S,8aS)-4,4,8a-trimethyl-7-methylidene-8-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalene

Details

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Internal ID 674b8634-15bc-4906-bd8c-1d38c8968541
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,8S,8aS)-4,4,8a-trimethyl-7-methylidene-8-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalene
SMILES (Canonical) CC(=CCCC(=CCCC(=CCCC1C(=C)CCC2C1(CCCC2(C)C)C)C)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC/C(=C/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCCC2(C)C)C)/C)/C)C
InChI InChI=1S/C30H50/c1-23(2)13-9-14-24(3)15-10-16-25(4)17-11-18-27-26(5)19-20-28-29(6,7)21-12-22-30(27,28)8/h13,15,17,27-28H,5,9-12,14,16,18-22H2,1-4,6-8H3/b24-15+,25-17+/t27-,28-,30+/m0/s1
InChI Key IPRRCLUFQNXFGA-XXPUDMTESA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50
Molecular Weight 410.70 g/mol
Exact Mass 410.391251595 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 11.00
Atomic LogP (AlogP) 9.98
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,8S,8aS)-4,4,8a-trimethyl-7-methylidene-8-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 + 0.6957 69.57%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.6232 62.32%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8363 83.63%
OATP1B3 inhibitior - 0.2392 23.92%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8835 88.35%
P-glycoprotein inhibitior + 0.7325 73.25%
P-glycoprotein substrate - 0.8501 85.01%
CYP3A4 substrate + 0.6150 61.50%
CYP2C9 substrate - 0.7731 77.31%
CYP2D6 substrate - 0.7252 72.52%
CYP3A4 inhibition - 0.8148 81.48%
CYP2C9 inhibition - 0.7540 75.40%
CYP2C19 inhibition - 0.6328 63.28%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.7950 79.50%
CYP2C8 inhibition - 0.5661 56.61%
CYP inhibitory promiscuity + 0.5824 58.24%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.5194 51.94%
Eye corrosion - 0.9512 95.12%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6835 68.35%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8743 87.43%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation + 0.8377 83.77%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6203 62.03%
Acute Oral Toxicity (c) III 0.7955 79.55%
Estrogen receptor binding + 0.6483 64.83%
Androgen receptor binding + 0.5782 57.82%
Thyroid receptor binding + 0.6367 63.67%
Glucocorticoid receptor binding + 0.5840 58.40%
Aromatase binding + 0.5215 52.15%
PPAR gamma + 0.7453 74.53%
Honey bee toxicity - 0.8484 84.84%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.6000 60.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.91% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.80% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.70% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.77% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 88.71% 99.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.34% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 86.57% 90.17%
CHEMBL2581 P07339 Cathepsin D 86.42% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.31% 82.69%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.88% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.43% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.25% 96.09%
CHEMBL233 P35372 Mu opioid receptor 82.03% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.31% 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.
Digitalis purpurea
Lemmaphyllum microphyllum
Polypodium fauriei
Polypodium virginianum
Polypodium vulgare

Cross-Links

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PubChem 11304437
NPASS NPC297075
LOTUS LTS0105037
wikiData Q104396719