(3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpentanoic acid

Details

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Internal ID 18462e9c-85f9-4382-a7e6-2802efdd5a6e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpentanoic acid
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(CC(=O)O)C=O)CCC=C2C)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@@H](CC(=O)O)C=O)CCC=C2C)C
InChI InChI=1S/C20H32O3/c1-14-6-5-7-17-19(14,3)10-8-15(2)20(17,4)11-9-16(13-21)12-18(22)23/h6,13,15-17H,5,7-12H2,1-4H3,(H,22,23)/t15-,16+,17+,19+,20+/m1/s1
InChI Key URGHRZVTTBFQLL-ORZNMBHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpentanoic acid

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 + 0.6273 62.73%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6601 66.01%
OATP2B1 inhibitior - 0.8648 86.48%
OATP1B1 inhibitior + 0.9000 90.00%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6468 64.68%
P-glycoprotein inhibitior - 0.6391 63.91%
P-glycoprotein substrate - 0.8269 82.69%
CYP3A4 substrate + 0.5947 59.47%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.8688 86.88%
CYP3A4 inhibition - 0.6976 69.76%
CYP2C9 inhibition - 0.9017 90.17%
CYP2C19 inhibition - 0.9052 90.52%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.8854 88.54%
CYP2C8 inhibition - 0.7151 71.51%
CYP inhibitory promiscuity - 0.8786 87.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6651 66.51%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9582 95.82%
Skin irritation + 0.5559 55.59%
Skin corrosion - 0.9623 96.23%
Ames mutagenesis - 0.7666 76.66%
Human Ether-a-go-go-Related Gene inhibition - 0.3859 38.59%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5666 56.66%
skin sensitisation + 0.6205 62.05%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7560 75.60%
Acute Oral Toxicity (c) III 0.8068 80.68%
Estrogen receptor binding + 0.8213 82.13%
Androgen receptor binding + 0.5196 51.96%
Thyroid receptor binding + 0.7233 72.33%
Glucocorticoid receptor binding + 0.7256 72.56%
Aromatase binding + 0.7359 73.59%
PPAR gamma + 0.5277 52.77%
Honey bee toxicity - 0.8969 89.69%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.7000 70.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.98% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.45% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.66% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.37% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.58% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.46% 90.17%
CHEMBL5028 O14672 ADAM10 80.97% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.19% 93.56%

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.
Acritopappus teixeirae

Cross-Links

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PubChem 162939387
LOTUS LTS0210641
wikiData Q105277764