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(2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2,6a,6b,9,9,12a-hexamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic 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 88b1b84c-1fcb-4614-bc82-a209b1ccaeef
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2,6a,6b,9,9,12a-hexamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC(=O)C=CC4=CC=C(C=C4)O)C)CC=C5C3(CCC6C5CC(CC6)(C)C(=O)O)C)C)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]2CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C)C)[C@@H]2C1)C)C(=O)O
InChI InChI=1S/C38H52O5/c1-34(2)29-17-22-38(6)30(13-12-28-27-23-35(3,33(41)42)19-15-25(27)16-21-37(28,38)5)36(29,4)20-18-31(34)43-32(40)14-9-24-7-10-26(39)11-8-24/h7-12,14,25,27,29-31,39H,13,15-23H2,1-6H3,(H,41,42)/b14-9+/t25-,27-,29+,30-,31-,35+,36+,37-,38-/m1/s1
InChI Key OWOGADCAJRSRCM-NNRMRRARSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H52O5
Molecular Weight 588.80 g/mol
Exact Mass 588.38147475 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 9.40
Atomic LogP (AlogP) 8.81
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2,6a,6b,9,9,12a-hexamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.7945 79.45%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.9118 91.18%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.7441 74.41%
OATP1B3 inhibitior - 0.6488 64.88%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9787 97.87%
P-glycoprotein inhibitior + 0.7931 79.31%
P-glycoprotein substrate - 0.5532 55.32%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8877 88.77%
CYP3A4 inhibition - 0.7360 73.60%
CYP2C9 inhibition - 0.7710 77.10%
CYP2C19 inhibition - 0.7538 75.38%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition + 0.5713 57.13%
CYP2C8 inhibition + 0.8508 85.08%
CYP inhibitory promiscuity - 0.8119 81.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9255 92.55%
Carcinogenicity (trinary) Non-required 0.6449 64.49%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.5654 56.54%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7767 77.67%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6685 66.85%
skin sensitisation - 0.6590 65.90%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.5791 57.91%
Acute Oral Toxicity (c) III 0.7095 70.95%
Estrogen receptor binding + 0.7610 76.10%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding + 0.5331 53.31%
Glucocorticoid receptor binding + 0.8299 82.99%
Aromatase binding + 0.7417 74.17%
PPAR gamma + 0.7174 71.74%
Honey bee toxicity - 0.7524 75.24%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5445 54.45%
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 95.44% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.77% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.64% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL206 P03372 Estrogen receptor alpha 92.44% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.12% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.85% 86.33%
CHEMBL242 Q92731 Estrogen receptor beta 89.20% 98.35%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.68% 93.99%
CHEMBL221 P23219 Cyclooxygenase-1 85.25% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.67% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.22% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.88% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.08% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.56% 94.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.26% 93.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.95% 94.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.36% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.41% 85.31%
CHEMBL340 P08684 Cytochrome P450 3A4 80.17% 91.19%

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.
Saussurea muliensis

Cross-Links

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PubChem 44577083
LOTUS LTS0144887
wikiData Q105202164