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(Z,2R)-2-[(3S,5S,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-7-hydroxy-6-methylhept-5-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 98dd2a5a-ac3a-414c-a663-46514790150b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (Z,2R)-2-[(3S,5S,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-7-hydroxy-6-methylhept-5-enoic acid
SMILES (Canonical) CC(=CCCC(C1CC(C2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=O)O)CO
SMILES (Isomeric) C/C(=C/CC[C@H]([C@H]1C[C@@H]([C@@]2([C@@]1(CCC3=C2CC[C@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=O)O)/CO
InChI InChI=1S/C30H48O5/c1-18(17-31)8-7-9-19(26(34)35)22-16-25(33)30(6)21-10-11-23-27(2,3)24(32)13-14-28(23,4)20(21)12-15-29(22,30)5/h8,19,22-25,31-33H,7,9-17H2,1-6H3,(H,34,35)/b18-8-/t19-,22-,23-,24+,25+,28-,29-,30-/m1/s1
InChI Key SOVHMVOSATVEJW-HTCSDETMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.49
H-Bond Acceptor 4
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 (Z,2R)-2-[(3S,5S,10S,13R,14R,15S,17R)-3,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-7-hydroxy-6-methylhept-5-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 + 0.9943 99.43%
Caco-2 - 0.5345 53.45%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8700 87.00%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.8164 81.64%
OATP1B3 inhibitior + 0.8272 82.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6275 62.75%
BSEP inhibitior + 0.8009 80.09%
P-glycoprotein inhibitior - 0.5931 59.31%
P-glycoprotein substrate - 0.6378 63.78%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 0.6653 66.53%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.8616 86.16%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.9646 96.46%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.9384 93.84%
CYP2C8 inhibition + 0.4439 44.39%
CYP inhibitory promiscuity - 0.8406 84.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6904 69.04%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.5983 59.83%
Skin corrosion - 0.9660 96.60%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3943 39.43%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7039 70.39%
skin sensitisation - 0.8250 82.50%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7654 76.54%
Acute Oral Toxicity (c) III 0.7981 79.81%
Estrogen receptor binding + 0.6920 69.20%
Androgen receptor binding + 0.7649 76.49%
Thyroid receptor binding + 0.6058 60.58%
Glucocorticoid receptor binding + 0.8062 80.62%
Aromatase binding + 0.7195 71.95%
PPAR gamma + 0.5906 59.06%
Honey bee toxicity - 0.7734 77.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.39% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.31% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.49% 91.11%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 89.86% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.44% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.74% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.29% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.31% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.11% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.71% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.69% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.41% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.29% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.60% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.03% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 81.57% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.44% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.30% 91.71%

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 162879322
LOTUS LTS0036456
wikiData Q105257227