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(2R,4S,6R)-6-[(5R,7R,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-hydroxy-2-methylheptanoic 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 04bddcdd-a6ee-486a-94f6-373fcab3050f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4S,6R)-6-[(5R,7R,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-hydroxy-2-methylheptanoic acid
SMILES (Canonical) CC(CC(CC(C)C(=O)O)O)C1CC(C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C)C)O
SMILES (Isomeric) C[C@H](C[C@@H](C[C@@H](C)C(=O)O)O)[C@H]1C[C@@H]([C@@]2([C@@]1(CC(=O)C3=C2[C@@H](C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)C)O
InChI InChI=1S/C30H46O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-19,21,23,31-32,35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,17+,18-,19-,21+,23+,28+,29-,30+/m1/s1
InChI Key OVLBITNHMRRIBT-ZOLOLERXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O7
Molecular Weight 518.70 g/mol
Exact Mass 518.32435380 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S,6R)-6-[(5R,7R,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-hydroxy-2-methylheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6516 65.16%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8772 87.72%
OATP2B1 inhibitior - 0.5657 56.57%
OATP1B1 inhibitior + 0.8424 84.24%
OATP1B3 inhibitior - 0.3579 35.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior - 0.4703 47.03%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5279 52.79%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8336 83.36%
CYP2C9 inhibition - 0.9379 93.79%
CYP2C19 inhibition - 0.9621 96.21%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.9570 95.70%
CYP2C8 inhibition - 0.5778 57.78%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9258 92.58%
Skin irritation + 0.7169 71.69%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5294 52.94%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation - 0.6491 64.91%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8525 85.25%
Acute Oral Toxicity (c) III 0.6954 69.54%
Estrogen receptor binding + 0.6575 65.75%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding + 0.5545 55.45%
Glucocorticoid receptor binding + 0.7859 78.59%
Aromatase binding + 0.7681 76.81%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8200 82.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 97.50% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.55% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.73% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 87.87% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.71% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 87.16% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.84% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.33% 90.71%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 83.55% 88.84%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.84% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.75% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.71% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.59% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.50% 91.19%
CHEMBL5028 O14672 ADAM10 81.83% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.76% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.23% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 80.82% 98.10%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.33% 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.
There are no matching plants.

Cross-Links

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PubChem 163006005
LOTUS LTS0157836
wikiData Q105200783