PlantaeDB Logo
Login Sign-up

(E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-acetoxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-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

Top
Internal ID 6b0465a5-1c27-47b2-a647-149655432354
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-acetyloxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2(C1=CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
SMILES (Isomeric) C[C@H](CC/C=C(\C)/C(=O)O)[C@H]1CC[C@]2(C1=CC[C@@H]3[C@@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C
InChI InChI=1S/C32H50O4/c1-20(10-9-11-21(2)28(34)35)23-14-18-31(7)24(23)12-13-26-30(6)17-16-27(36-22(3)33)29(4,5)25(30)15-19-32(26,31)8/h11-12,20,23,25-27H,9-10,13-19H2,1-8H3,(H,34,35)/b21-11+/t20-,23-,25+,26+,27+,30+,31+,32+/m1/s1
InChI Key YZQCQHGVDKAQIE-FXCZGFCUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C32H50O4
Molecular Weight 498.70 g/mol
Exact Mass 498.37091007 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 8.50
Atomic LogP (AlogP) 7.97
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
(3beta,8alpha,9beta,14beta,24E)-3-(Acetyloxy)dammara-12,24-dien-26-oic acid
(E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-acetoxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-2-enoic acid

2D Structure

Top
2D Structure of (E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-acetoxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-2-enoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.6505 65.05%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8663 86.63%
OATP2B1 inhibitior - 0.5792 57.92%
OATP1B1 inhibitior - 0.3733 37.33%
OATP1B3 inhibitior - 0.5476 54.76%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9181 91.81%
P-glycoprotein inhibitior + 0.7857 78.57%
P-glycoprotein substrate - 0.7152 71.52%
CYP3A4 substrate + 0.6851 68.51%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.9167 91.67%
CYP3A4 inhibition - 0.7845 78.45%
CYP2C9 inhibition - 0.8777 87.77%
CYP2C19 inhibition - 0.9204 92.04%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.7449 74.49%
CYP2C8 inhibition + 0.4444 44.44%
CYP inhibitory promiscuity - 0.8075 80.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6786 67.86%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9427 94.27%
Skin irritation + 0.6923 69.23%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7571 75.71%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7841 78.41%
skin sensitisation - 0.7128 71.28%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8279 82.79%
Acute Oral Toxicity (c) III 0.8376 83.76%
Estrogen receptor binding + 0.7806 78.06%
Androgen receptor binding + 0.7462 74.62%
Thyroid receptor binding + 0.6305 63.05%
Glucocorticoid receptor binding + 0.8573 85.73%
Aromatase binding + 0.8433 84.33%
PPAR gamma + 0.7305 73.05%
Honey bee toxicity - 0.8009 80.09%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.27% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.76% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.15% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.36% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.73% 82.69%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.33% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.43% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.42% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.86% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.01% 90.17%
CHEMBL5028 O14672 ADAM10 83.56% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 80.98% 94.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.33% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.30% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.26% 98.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.07% 97.09%

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.
There are no matching plants.

Cross-Links

Top
PubChem 6479439
NPASS NPC264878