4,10-dihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid

Details

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Internal ID 394fc381-b5fe-434c-a233-010dbc9a3767
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4,10-dihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid
SMILES (Canonical) CC1C(CC(C2(C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C)O)C(=O)O
SMILES (Isomeric) CC1C(CC(C2(C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C)O)C(=O)O
InChI InChI=1S/C30H48O4/c1-17-18(25(33)34)16-23(32)28(5)14-15-29(6)19(24(17)28)8-9-21-27(4)12-11-22(31)26(2,3)20(27)10-13-30(21,29)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)
InChI Key IWVWTVWLRSUYNC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.06
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,10-dihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,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 + 0.9949 99.49%
Caco-2 - 0.5547 55.47%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.7119 71.19%
OATP1B1 inhibitior + 0.9184 91.84%
OATP1B3 inhibitior - 0.2902 29.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5321 53.21%
BSEP inhibitior + 0.7805 78.05%
P-glycoprotein inhibitior - 0.7723 77.23%
P-glycoprotein substrate - 0.7960 79.60%
CYP3A4 substrate + 0.6709 67.09%
CYP2C9 substrate - 0.8404 84.04%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.8601 86.01%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9444 94.44%
CYP2D6 inhibition - 0.9518 95.18%
CYP1A2 inhibition - 0.9034 90.34%
CYP2C8 inhibition + 0.4874 48.74%
CYP inhibitory promiscuity - 0.9328 93.28%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9456 94.56%
Skin irritation + 0.6556 65.56%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4419 44.19%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6459 64.59%
skin sensitisation + 0.5237 52.37%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8850 88.50%
Acute Oral Toxicity (c) III 0.8579 85.79%
Estrogen receptor binding + 0.6786 67.86%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding + 0.6332 63.32%
Glucocorticoid receptor binding + 0.7766 77.66%
Aromatase binding + 0.6965 69.65%
PPAR gamma + 0.5721 57.21%
Honey bee toxicity - 0.8552 85.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9964 99.64%

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
CHEMBL221 P23219 Cyclooxygenase-1 94.88% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.64% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.00% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.34% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.94% 82.69%
CHEMBL2581 P07339 Cathepsin D 85.46% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.62% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.31% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.51% 91.19%
CHEMBL5028 O14672 ADAM10 82.02% 97.50%

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.
Salacia chinensis
Tripterygium wilfordii

Cross-Links

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PubChem 53462137
LOTUS LTS0124671
wikiData Q105121922