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3-[(3S,5aS,6S,7S,9bS)-3-[(2R)-1-[(2R)-2-hydroxy-4-methyl-5-oxofuran-2-yl]propan-2-yl]-3,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,5,5a,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

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 63d8036c-0521-4c1b-a5eb-d4f32e6059b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 3-[(3S,5aS,6S,7S,9bS)-3-[(2R)-1-[(2R)-2-hydroxy-4-methyl-5-oxofuran-2-yl]propan-2-yl]-3,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,5,5a,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical) CC1=CC(OC1=O)(CC(C)C2(CCC3(C2=CCC4C3=CCC(C4(C)CCC(=O)O)C(=C)C)C)C)O
SMILES (Isomeric) CC1=C[C@](OC1=O)(C[C@@H](C)[C@@]2(CC[C@@]3(C2=CC[C@@H]4C3=CC[C@H]([C@]4(C)CCC(=O)O)C(=C)C)C)C)O
InChI InChI=1S/C30H42O5/c1-18(2)21-8-9-23-22(28(21,6)13-12-25(31)32)10-11-24-27(5,14-15-29(23,24)7)20(4)17-30(34)16-19(3)26(33)35-30/h9,11,16,20-22,34H,1,8,10,12-15,17H2,2-7H3,(H,31,32)/t20-,21+,22-,27+,28+,29+,30+/m1/s1
InChI Key RRZXBKFWEUHLJD-CBPKAQPESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O5
Molecular Weight 482.60 g/mol
Exact Mass 482.30322444 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.35
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5aS,6S,7S,9bS)-3-[(2R)-1-[(2R)-2-hydroxy-4-methyl-5-oxofuran-2-yl]propan-2-yl]-3,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,5,5a,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 - 0.6526 65.26%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7319 73.19%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8763 87.63%
OATP1B3 inhibitior + 0.8549 85.49%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5803 58.03%
BSEP inhibitior + 0.8135 81.35%
P-glycoprotein inhibitior + 0.6903 69.03%
P-glycoprotein substrate + 0.6071 60.71%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8930 89.30%
CYP3A4 inhibition + 0.5964 59.64%
CYP2C9 inhibition - 0.8834 88.34%
CYP2C19 inhibition - 0.9367 93.67%
CYP2D6 inhibition - 0.9645 96.45%
CYP1A2 inhibition - 0.8098 80.98%
CYP2C8 inhibition + 0.5126 51.26%
CYP inhibitory promiscuity - 0.9376 93.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5158 51.58%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9362 93.62%
Skin irritation + 0.6709 67.09%
Skin corrosion - 0.9076 90.76%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3851 38.51%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5081 50.81%
skin sensitisation - 0.8130 81.30%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6696 66.96%
Acute Oral Toxicity (c) I 0.5500 55.00%
Estrogen receptor binding + 0.6706 67.06%
Androgen receptor binding + 0.6475 64.75%
Thyroid receptor binding + 0.7065 70.65%
Glucocorticoid receptor binding + 0.7970 79.70%
Aromatase binding + 0.7466 74.66%
PPAR gamma + 0.6946 69.46%
Honey bee toxicity - 0.7893 78.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9967 99.67%

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 98.54% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.35% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.06% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.74% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.68% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.58% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.18% 96.61%
CHEMBL4208 P20618 Proteasome component C5 87.46% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.21% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.87% 93.00%
CHEMBL5028 O14672 ADAM10 84.24% 97.50%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 83.84% 92.26%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.83% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.91% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.15% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.29% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 80.19% 94.73%

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.
Abies sachalinensis

Cross-Links

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PubChem 163096745
LOTUS LTS0153726
wikiData Q105244479