(2E,6E,10E)-13-[(1R,2R,4aS,6S,8aS)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid

Details

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Internal ID 8f99236c-af86-4df4-aa42-86adc591e626
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2E,6E,10E)-13-[(1R,2R,4aS,6S,8aS)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid
SMILES (Canonical) CC(=CCCC1C2(CCC(C(C2CCC1(C)O)(C)C)O)C)CCC=C(C)CCC=C(C)C(=O)O
SMILES (Isomeric) C/C(=C\CC[C@@H]1[C@]2(CC[C@@H](C([C@H]2CC[C@@]1(C)O)(C)C)O)C)/CC/C=C(\C)/CC/C=C(\C)/C(=O)O
InChI InChI=1S/C30H50O4/c1-21(13-9-15-23(3)27(32)33)11-8-12-22(2)14-10-16-25-29(6)19-18-26(31)28(4,5)24(29)17-20-30(25,7)34/h11,14-15,24-26,31,34H,8-10,12-13,16-20H2,1-7H3,(H,32,33)/b21-11+,22-14+,23-15+/t24-,25-,26+,29+,30-/m1/s1
InChI Key XKZRMBOWVKGAPH-LPOKTJNISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.21
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,6E,10E)-13-[(1R,2R,4aS,6S,8aS)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.5806 58.06%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8374 83.74%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.8104 81.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9726 97.26%
P-glycoprotein inhibitior + 0.6283 62.83%
P-glycoprotein substrate - 0.8437 84.37%
CYP3A4 substrate + 0.6674 66.74%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.9120 91.20%
CYP3A4 inhibition - 0.7469 74.69%
CYP2C9 inhibition - 0.9432 94.32%
CYP2C19 inhibition - 0.9363 93.63%
CYP2D6 inhibition - 0.9575 95.75%
CYP1A2 inhibition - 0.9465 94.65%
CYP2C8 inhibition - 0.7423 74.23%
CYP inhibitory promiscuity - 0.8767 87.67%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7226 72.26%
Eye corrosion - 0.9958 99.58%
Eye irritation - 0.9249 92.49%
Skin irritation + 0.6435 64.35%
Skin corrosion - 0.9697 96.97%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5656 56.56%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6492 64.92%
skin sensitisation + 0.5460 54.60%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8428 84.28%
Acute Oral Toxicity (c) III 0.8101 81.01%
Estrogen receptor binding + 0.7122 71.22%
Androgen receptor binding + 0.5243 52.43%
Thyroid receptor binding + 0.5884 58.84%
Glucocorticoid receptor binding + 0.7102 71.02%
Aromatase binding + 0.6369 63.69%
PPAR gamma + 0.7023 70.23%
Honey bee toxicity - 0.8576 85.76%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9962 99.62%

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 94.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.72% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.78% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.09% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.38% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 87.87% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.30% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.84% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.17% 82.69%
CHEMBL2581 P07339 Cathepsin D 84.03% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.75% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.73% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.65% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.39% 96.38%

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.
Commiphora wightii

Cross-Links

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PubChem 102242790
LOTUS LTS0184977
wikiData Q104398951