PlantaeDB Logo
Login Sign-up

6-hydroxy-6-[(1R,3R,5R,10S,14R,17R,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-2-methyl-4-oxoheptanoic 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 f54216c2-1967-4451-b21b-68959f851872
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name 6-hydroxy-6-[(1R,3R,5R,10S,14R,17R,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-2-methyl-4-oxoheptanoic acid
SMILES (Canonical) CC(CC(=O)CC(C)(C1=CC(C2(C1(C(=O)C=C3C24C(O4)CC5C3(CCC(=O)C5(C)C)C)C)C)O)O)C(=O)O
SMILES (Isomeric) CC(CC(=O)CC(C)(C1=C[C@H]([C@@]2([C@@]1(C(=O)C=C3[C@]24[C@H](O4)C[C@@H]5[C@@]3(CCC(=O)C5(C)C)C)C)C)O)O)C(=O)O
InChI InChI=1S/C30H40O8/c1-15(24(35)36)10-16(31)14-27(5,37)19-12-22(34)29(7)28(19,6)21(33)11-18-26(4)9-8-20(32)25(2,3)17(26)13-23-30(18,29)38-23/h11-12,15,17,22-23,34,37H,8-10,13-14H2,1-7H3,(H,35,36)/t15?,17-,22+,23+,26-,27?,28-,29+,30-/m0/s1
InChI Key DYPIHYCSZZORMA-ZVVXJMBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H40O8
Molecular Weight 528.60 g/mol
Exact Mass 528.27231823 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
6-hydroxy-6-[(1R,3R,5R,10S,14R,17R,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-2-methyl-4-oxoheptanoic acid
(6R)-6-hydroxy-6-((1R,3R,5R,10S,14R,17S,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo(9.7.0.01,3.05,10.014,18)octadeca-11,15-dien-15-yl)-2-methyl-4-oxoheptanoic acid
(6R)-6-hydroxy-6-[(1R,3R,5R,10S,14R,17S,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-2-methyl-4-oxoheptanoic acid
6-hydroxy-6-((1R,3R,5R,10S,14R,17R,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo(9.7.0.01,3.05,10.014,18)octadeca-11,15-dien-15-yl)-2-methyl-4-oxoheptanoic acid
RefChem:113530
155942-97-5
CHEBI:224556

2D Structure

Top
2D Structure of 6-hydroxy-6-[(1R,3R,5R,10S,14R,17R,18S)-17-hydroxy-6,6,10,14,18-pentamethyl-7,13-dioxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-2-methyl-4-oxoheptanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9867 98.67%
Caco-2 - 0.6906 69.06%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7495 74.95%
OATP2B1 inhibitior - 0.7182 71.82%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior + 0.9028 90.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.7251 72.51%
P-glycoprotein inhibitior + 0.6434 64.34%
P-glycoprotein substrate + 0.5320 53.20%
CYP3A4 substrate + 0.6901 69.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.6173 61.73%
CYP2C9 inhibition - 0.7214 72.14%
CYP2C19 inhibition - 0.8540 85.40%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition - 0.7565 75.65%
CYP2C8 inhibition + 0.5858 58.58%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6070 60.70%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9231 92.31%
Skin irritation + 0.5495 54.95%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6595 65.95%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6641 66.41%
skin sensitisation - 0.7673 76.73%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7601 76.01%
Acute Oral Toxicity (c) I 0.5767 57.67%
Estrogen receptor binding + 0.6621 66.21%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding + 0.6441 64.41%
Glucocorticoid receptor binding + 0.7712 77.12%
Aromatase binding + 0.8001 80.01%
PPAR gamma + 0.6467 64.67%
Honey bee toxicity - 0.8212 82.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.70% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.78% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.00% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.39% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.21% 95.56%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 87.58% 87.16%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.17% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.01% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 84.75% 90.17%
CHEMBL5028 O14672 ADAM10 83.87% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.72% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.47% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.24% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.69% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.41% 89.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 10256385
LOTUS LTS0034297
wikiData Q77509150