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(4S)-4-[(E,1S)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-formyl-1-methoxypent-3-enoxy]-2-[[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]cyclobutene-1-carbaldehyde

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 0ba5b84b-aee9-41b3-b965-4e5664a1e193
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4S)-4-[(E,1S)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-formyl-1-methoxypent-3-enoxy]-2-[[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]cyclobutene-1-carbaldehyde
SMILES (Canonical) CC1(CCCC2(C1CCC(=C)C2CC=C(CC(OC)OC3CC(=C3C=O)CC4C(=C)CCC5C4(CCCC5(C)C)C)C=O)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2C/C=C(\C[C@@H](OC)O[C@H]3CC(=C3C=O)C[C@@H]4C(=C)CC[C@@H]5[C@@]4(CCCC5(C)C)C)/C=O)(C)C
InChI InChI=1S/C41H62O4/c1-27-12-16-35-38(3,4)18-10-20-40(35,7)32(27)15-14-29(25-42)22-37(44-9)45-34-24-30(31(34)26-43)23-33-28(2)13-17-36-39(5,6)19-11-21-41(33,36)8/h14,25-26,32-37H,1-2,10-13,15-24H2,3-9H3/b29-14+/t32-,33+,34-,35-,36-,37-,40+,41+/m0/s1
InChI Key DRFPZBVYKVDYOL-LEYMYUARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O4
Molecular Weight 618.90 g/mol
Exact Mass 618.46481045 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 9.50
Atomic LogP (AlogP) 10.14
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-4-[(E,1S)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-formyl-1-methoxypent-3-enoxy]-2-[[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]cyclobutene-1-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.8053 80.53%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7729 77.29%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior - 0.3153 31.53%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9742 97.42%
P-glycoprotein inhibitior + 0.7784 77.84%
P-glycoprotein substrate - 0.5066 50.66%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8564 85.64%
CYP3A4 inhibition - 0.5718 57.18%
CYP2C9 inhibition - 0.8153 81.53%
CYP2C19 inhibition - 0.7532 75.32%
CYP2D6 inhibition - 0.9610 96.10%
CYP1A2 inhibition - 0.7908 79.08%
CYP2C8 inhibition + 0.6218 62.18%
CYP inhibitory promiscuity - 0.8613 86.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8663 86.63%
Carcinogenicity (trinary) Non-required 0.6273 62.73%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.5983 59.83%
Skin corrosion - 0.9681 96.81%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6926 69.26%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.6977 69.77%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7443 74.43%
Acute Oral Toxicity (c) III 0.5859 58.59%
Estrogen receptor binding + 0.7559 75.59%
Androgen receptor binding + 0.6945 69.45%
Thyroid receptor binding + 0.5286 52.86%
Glucocorticoid receptor binding + 0.6914 69.14%
Aromatase binding + 0.5811 58.11%
PPAR gamma + 0.6446 64.46%
Honey bee toxicity - 0.7385 73.85%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5855 58.55%
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 97.29% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.17% 97.25%
CHEMBL233 P35372 Mu opioid receptor 94.08% 97.93%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.20% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 90.61% 99.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.04% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.44% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.85% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.81% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.56% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.79% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 82.51% 99.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.27% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.73% 91.07%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.65% 86.67%
CHEMBL340 P08684 Cytochrome P450 3A4 80.41% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.11% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.01% 95.50%

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.
Alpinia calcarata

Cross-Links

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PubChem 163003621
LOTUS LTS0056308
wikiData Q104987373