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(E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-hydroxy-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

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Internal ID 48fe13e1-3b8e-4d11-be82-b499fd92076b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-hydroxy-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)O)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)O)C)C)C
InChI InChI=1S/C30H48O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-29(6)22(21)11-12-24-28(5)16-15-25(31)27(3,4)23(28)14-18-30(24,29)7/h10-11,19,21,23-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+/t19-,21-,23+,24+,25+,28+,29+,30+/m1/s1
InChI Key GFLIQEABBVFGSA-VDKFYWIMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.40
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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(3beta,8alpha,9beta,14beta,24E)-3-Hydroxydammara-12,24-dien-26-oic acid
(E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-hydroxy-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

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2D Structure of (E,6R)-6-[(3S,5R,8S,9S,10R,14R,17R)-3-hydroxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 - 0.5257 52.57%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8408 84.08%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.8573 85.73%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9295 92.95%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7344 73.44%
CYP3A4 substrate + 0.6650 66.50%
CYP2C9 substrate - 0.7928 79.28%
CYP2D6 substrate - 0.9050 90.50%
CYP3A4 inhibition - 0.8716 87.16%
CYP2C9 inhibition - 0.9282 92.82%
CYP2C19 inhibition - 0.9154 91.54%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9532 95.32%
CYP2C8 inhibition - 0.7187 71.87%
CYP inhibitory promiscuity - 0.7778 77.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6226 62.26%
Eye corrosion - 0.9961 99.61%
Eye irritation - 0.9548 95.48%
Skin irritation + 0.6851 68.51%
Skin corrosion - 0.9605 96.05%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8602 86.02%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6791 67.91%
skin sensitisation - 0.5752 57.52%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8994 89.94%
Acute Oral Toxicity (c) III 0.6497 64.97%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding + 0.7354 73.54%
Glucocorticoid receptor binding + 0.8172 81.72%
Aromatase binding + 0.8173 81.73%
PPAR gamma + 0.7116 71.16%
Honey bee toxicity - 0.8505 85.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.56% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.26% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.21% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.05% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.73% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.69% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.46% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.50% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.19% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 84.94% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.60% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.31% 90.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 83.42% 98.33%
CHEMBL5028 O14672 ADAM10 82.84% 97.50%
CHEMBL2514 O95665 Neurotensin receptor 2 81.96% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.40% 97.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6479440
NPASS NPC154712