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[1,7-diacetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

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 4fd82b8b-5fe0-4b89-b626-3ca1df49f9ba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [1,7-diacetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5O)C(C(C)(C)O)O)C)C)OC(=O)C)OC(=O)C6=CC=CC=C6)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5O)C(C(C)(C)O)O)C)C)OC(=O)C)OC(=O)C6=CC=CC=C6)(C)C
InChI InChI=1S/C41H58O10/c1-22(42)48-32-20-30-37(3,4)31(51-35(45)24-13-11-10-12-14-24)21-33(49-23(2)43)41(30,9)29-17-18-39(7)26(15-16-28(39)40(29,32)8)25-19-27(50-36(25)46)34(44)38(5,6)47/h10-14,16,25-27,29-34,36,44,46-47H,15,17-21H2,1-9H3
InChI Key ZFCQHJBQCVDJFV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H58O10
Molecular Weight 710.90 g/mol
Exact Mass 710.40299804 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1,7-diacetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9867 98.67%
Caco-2 - 0.8527 85.27%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8097 80.97%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8519 85.19%
OATP1B3 inhibitior - 0.4122 41.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9606 96.06%
P-glycoprotein inhibitior + 0.7891 78.91%
P-glycoprotein substrate + 0.5828 58.28%
CYP3A4 substrate + 0.7354 73.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition + 0.5496 54.96%
CYP2C9 inhibition - 0.5726 57.26%
CYP2C19 inhibition - 0.6480 64.80%
CYP2D6 inhibition - 0.9257 92.57%
CYP1A2 inhibition + 0.5182 51.82%
CYP2C8 inhibition + 0.8547 85.47%
CYP inhibitory promiscuity - 0.8086 80.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4876 48.76%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.5696 56.96%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7292 72.92%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8429 84.29%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5787 57.87%
Acute Oral Toxicity (c) I 0.6048 60.48%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.6982 69.82%
Thyroid receptor binding + 0.5480 54.80%
Glucocorticoid receptor binding + 0.7910 79.10%
Aromatase binding + 0.6218 62.18%
PPAR gamma + 0.7711 77.11%
Honey bee toxicity - 0.6082 60.82%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5300 53.00%
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
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.79% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.28% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.19% 99.23%
CHEMBL5028 O14672 ADAM10 91.42% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.36% 94.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.88% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.09% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.06% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.82% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.19% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.79% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.02% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.89% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.57% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 86.02% 88.84%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.60% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.96% 93.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.83% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.47% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.79% 94.62%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.76% 94.97%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.49% 82.69%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.26% 91.65%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.72% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.45% 94.73%

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.
Melia volkensii

Cross-Links

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PubChem 163094567
LOTUS LTS0179945
wikiData Q105373997