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[(1R,3R,4S,5S,8S,9R,10R,11R,14R,16S,17R,18R,19R)-4-acetyloxy-9,10,18,19-tetrahydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate

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 c3199e99-d427-4b1d-ad5f-357dd09aee03
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name [(1R,3R,4S,5S,8S,9R,10R,11R,14R,16S,17R,18R,19R)-4-acetyloxy-9,10,18,19-tetrahydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC23C4C5CC67C2(C(C(C(C6(C3N5CC4(C1OC(=O)C)C)O)O)C(=C)C7)O)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1C[C@]23[C@@H]4[C@@H]5C[C@]67[C@]2([C@@H]([C@H]([C@H]([C@@]6([C@H]3N5C[C@]4([C@@H]1OC(=O)C)C)O)O)C(=C)C7)O)O
InChI InChI=1S/C27H37NO8/c1-6-11(2)21(32)36-15-9-25-17-14-8-24-7-12(3)16(19(31)27(24,25)34)18(30)26(24,33)22(25)28(14)10-23(17,5)20(15)35-13(4)29/h11,14-20,22,30-31,33-34H,3,6-10H2,1-2,4-5H3/t11-,14+,15-,16+,17-,18-,19-,20-,22+,23-,24+,25-,26+,27+/m1/s1
InChI Key SQVLUNIFVQDZEK-HPGYIWLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO8
Molecular Weight 503.60 g/mol
Exact Mass 503.25191714 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.13
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,4S,5S,8S,9R,10R,11R,14R,16S,17R,18R,19R)-4-acetyloxy-9,10,18,19-tetrahydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6346 63.46%
Caco-2 - 0.7734 77.34%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5430 54.30%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8704 87.04%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6387 63.87%
P-glycoprotein inhibitior - 0.5618 56.18%
P-glycoprotein substrate + 0.5560 55.60%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7641 76.41%
CYP3A4 inhibition - 0.9556 95.56%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8588 85.88%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition - 0.8797 87.97%
CYP2C8 inhibition + 0.4784 47.84%
CYP inhibitory promiscuity - 0.8213 82.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4549 45.49%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9238 92.38%
Skin irritation - 0.7269 72.69%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4171 41.71%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5100 51.00%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4874 48.74%
Acute Oral Toxicity (c) III 0.5556 55.56%
Estrogen receptor binding + 0.7499 74.99%
Androgen receptor binding + 0.7430 74.30%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.5882 58.82%
Aromatase binding + 0.6901 69.01%
PPAR gamma + 0.6065 60.65%
Honey bee toxicity - 0.7466 74.66%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9713 97.13%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.42% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.25% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.58% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.19% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.10% 82.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.90% 97.28%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.61% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.26% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.54% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.34% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.52% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.43% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.00% 96.47%

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 163106022
LOTUS LTS0005966
wikiData Q105258663