8,10,14b-Trihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,13-tetradecahydropicene-2-carboxylic acid

Details

Top
Internal ID fae40970-5272-44ab-9ce4-f99dfff49270
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 8,10,14b-trihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,13-tetradecahydropicene-2-carboxylic acid
SMILES (Canonical) CC1C(CCC2(C1(C3=CCC4C5(CCC(C(C5C(CC4(C3(CC2)C)C)O)(C)C)O)C)O)C)C(=O)O
SMILES (Isomeric) CC1C(CCC2(C1(C3=CCC4C5(CCC(C(C5C(CC4(C3(CC2)C)C)O)(C)C)O)C)O)C)C(=O)O
InChI InChI=1S/C30H48O5/c1-17-18(24(33)34)10-12-26(4)14-15-28(6)21(30(17,26)35)9-8-20-27(5)13-11-22(32)25(2,3)23(27)19(31)16-29(20,28)7/h9,17-20,22-23,31-32,35H,8,10-16H2,1-7H3,(H,33,34)
InChI Key NYWAITYOKQQGNA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 8,10,14b-Trihydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,13-tetradecahydropicene-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.5457 54.57%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.9135 91.35%
OATP1B3 inhibitior - 0.2902 29.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5321 53.21%
BSEP inhibitior + 0.7346 73.46%
P-glycoprotein inhibitior - 0.7379 73.79%
P-glycoprotein substrate - 0.6354 63.54%
CYP3A4 substrate + 0.6862 68.62%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8662 86.62%
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 - 0.6011 60.11%
CYP inhibitory promiscuity - 0.9328 93.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9416 94.16%
Skin irritation + 0.6556 65.56%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6522 65.22%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation + 0.5237 52.37%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7751 77.51%
Acute Oral Toxicity (c) III 0.8579 85.79%
Estrogen receptor binding + 0.6405 64.05%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding + 0.5728 57.28%
Glucocorticoid receptor binding + 0.7759 77.59%
Aromatase binding + 0.7156 71.56%
PPAR gamma + 0.5674 56.74%
Honey bee toxicity - 0.8451 84.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9964 99.64%

Targets

Top

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 92.79% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.12% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.20% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.00% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.44% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.39% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.38% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.33% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.06% 100.00%

Plants that contains it

Top
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.
Uncaria elliptica

Cross-Links

Top
PubChem 163018147
LOTUS LTS0189021
wikiData Q105187734