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(3S,4S,5R,8R,9R,10R,13R,14R,16R,17S)-16-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-4,8,10,14-tetramethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-4-carboxylic 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 d3449870-6871-4057-9d17-a414e40af862
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,5R,8R,9R,10R,13R,14R,16R,17S)-16-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-4,8,10,14-tetramethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O8/c1-19(2)9-8-10-20(3)27-21-11-12-24-32(4)15-14-26(37)35(7,31(40)41)25(32)13-16-33(24,5)34(21,6)17-22(27)42-30-29(39)28(38)23(18-36)43-30/h9,21-30,36-39H,3,8,10-18H2,1-2,4-7H3,(H,40,41)/t21-,22-,23+,24-,25-,26+,27-,28+,29-,30-,32-,33-,34-,35+/m1/s1
InChI Key QDBTUBYMUFXZIA-CJWQBFNMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O8
Molecular Weight 604.80 g/mol
Exact Mass 604.39751874 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5R,8R,9R,10R,13R,14R,16R,17S)-16-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-4,8,10,14-tetramethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9363 93.63%
Caco-2 - 0.8407 84.07%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7802 78.02%
OATP2B1 inhibitior - 0.5732 57.32%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.8617 86.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior + 0.7013 70.13%
P-glycoprotein inhibitior + 0.7150 71.50%
P-glycoprotein substrate - 0.6941 69.41%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7033 70.33%
CYP2C9 inhibition - 0.6788 67.88%
CYP2C19 inhibition - 0.8319 83.19%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.8200 82.00%
CYP2C8 inhibition + 0.5552 55.52%
CYP inhibitory promiscuity - 0.8567 85.67%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6450 64.50%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9230 92.30%
Skin irritation + 0.5402 54.02%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7217 72.17%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7533 75.33%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7134 71.34%
Acute Oral Toxicity (c) III 0.4923 49.23%
Estrogen receptor binding + 0.6754 67.54%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding - 0.5358 53.58%
Glucocorticoid receptor binding + 0.6677 66.77%
Aromatase binding + 0.7158 71.58%
PPAR gamma + 0.6189 61.89%
Honey bee toxicity - 0.6534 65.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9904 99.04%

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 95.90% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.07% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.85% 94.45%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 91.48% 97.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.07% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.21% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.05% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.82% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.51% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.27% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.05% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.41% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.26% 82.50%
CHEMBL5028 O14672 ADAM10 84.22% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.15% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.97% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.20% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.70% 97.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.40% 97.86%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.00% 96.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.98% 97.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.47% 96.09%

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.
Combretum rotundifolium

Cross-Links

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PubChem 101683142
LOTUS LTS0271694
wikiData Q105218719