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(Z,6S)-6-[(1S,2'S,3aS,3'aS,5R,7aS,7'aS)-2'-hydroxy-3a,3'a,7',7',7a-pentamethyl-4,6'-dioxospiro[2,3,6,7-tetrahydro-1H-indene-5,3'-2,4,5,7a-tetrahydro-1H-indene]-1-yl]-2-methylhept-2-enoic 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 c6c97b3a-ec95-4caa-a6f8-93f7d5e69219
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (Z,6S)-6-[(1S,2'S,3aS,3'aS,5R,7aS,7'aS)-2'-hydroxy-3a,3'a,7',7',7a-pentamethyl-4,6'-dioxospiro[2,3,6,7-tetrahydro-1H-indene-5,3'-2,4,5,7a-tetrahydro-1H-indene]-1-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC3(C2=O)C(CC4C3(CCC(=O)C4(C)C)C)O)C)C
SMILES (Isomeric) C[C@@H](CC/C=C(/C)\C(=O)O)[C@@H]1CC[C@]2([C@]1(CC[C@]3(C2=O)[C@H](C[C@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)C
InChI InChI=1S/C30H46O5/c1-18(9-8-10-19(2)24(33)34)20-11-13-29(7)25(35)30(16-15-27(20,29)5)23(32)17-21-26(3,4)22(31)12-14-28(21,30)6/h10,18,20-21,23,32H,8-9,11-17H2,1-7H3,(H,33,34)/b19-10-/t18-,20-,21+,23-,27-,28-,29+,30+/m0/s1
InChI Key NRHGLEFWYOMSMY-IWLDAEENSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 91.70 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.98
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z,6S)-6-[(1S,2'S,3aS,3'aS,5R,7aS,7'aS)-2'-hydroxy-3a,3'a,7',7',7a-pentamethyl-4,6'-dioxospiro[2,3,6,7-tetrahydro-1H-indene-5,3'-2,4,5,7a-tetrahydro-1H-indene]-1-yl]-2-methylhept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.5909 59.09%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8284 82.84%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior - 0.3309 33.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.9074 90.74%
P-glycoprotein inhibitior + 0.6238 62.38%
P-glycoprotein substrate - 0.6047 60.47%
CYP3A4 substrate + 0.6579 65.79%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8256 82.56%
CYP2C9 inhibition - 0.9161 91.61%
CYP2C19 inhibition - 0.9333 93.33%
CYP2D6 inhibition - 0.9709 97.09%
CYP1A2 inhibition - 0.9395 93.95%
CYP2C8 inhibition - 0.5820 58.20%
CYP inhibitory promiscuity - 0.9127 91.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6551 65.51%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.9368 93.68%
Skin irritation + 0.7092 70.92%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.6091 60.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6496 64.96%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5822 58.22%
skin sensitisation - 0.6680 66.80%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8674 86.74%
Acute Oral Toxicity (c) I 0.8485 84.85%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.7788 77.88%
Thyroid receptor binding + 0.6820 68.20%
Glucocorticoid receptor binding + 0.8292 82.92%
Aromatase binding + 0.8018 80.18%
PPAR gamma + 0.6159 61.59%
Honey bee toxicity - 0.8342 83.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9972 99.72%

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
CHEMBL2581 P07339 Cathepsin D 96.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.92% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 94.74% 94.75%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.06% 95.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.01% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.74% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.63% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.75% 94.45%
CHEMBL325 Q13547 Histone deacetylase 1 87.96% 95.92%
CHEMBL340 P08684 Cytochrome P450 3A4 86.03% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.14% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.04% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 84.94% 95.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.79% 96.03%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.14% 98.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.74% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.88% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.71% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.03% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 81.93% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.27% 90.08%
CHEMBL1907 P15144 Aminopeptidase N 80.13% 93.31%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.03% 95.17%

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.
Amphipterygium adstringens

Cross-Links

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PubChem 162930886
LOTUS LTS0144019
wikiData Q105184539