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3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-6-[[(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy]-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic 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 cc61628b-72cb-46e3-9437-405f771f6899
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
IUPAC Name 3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-6-[[(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy]-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
SMILES (Canonical) CC1=CCC(C(C1CCC2C(=C)CCC3C2(CCC(C3(C)C)OCC4C(C(C(C(O4)O)NC(=O)C)O)O)C)(C)CCC(=O)O)C(=C)C
SMILES (Isomeric) CC1=CC[C@H]([C@]([C@H]1CC[C@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@@H](C3(C)C)OC[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)O)NC(=O)C)O)O)C)(C)CCC(=O)O)C(=C)C
InChI InChI=1S/C38H61NO8/c1-21(2)25-12-10-22(3)26(37(25,8)19-17-31(41)42)13-14-27-23(4)11-15-29-36(6,7)30(16-18-38(27,29)9)46-20-28-33(43)34(44)32(35(45)47-28)39-24(5)40/h10,25-30,32-35,43-45H,1,4,11-20H2,2-3,5-9H3,(H,39,40)(H,41,42)/t25-,26-,27-,28+,29-,30-,32+,33+,34+,35+,37-,38+/m0/s1
InChI Key QHBOJGGEJPZRLD-CGSNPIHDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H61NO8
Molecular Weight 659.90 g/mol
Exact Mass 659.43971790 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.53
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,2S,6S)-2-[2-[(1S,4aR,6S,8aR)-6-[[(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy]-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5822 58.22%
Caco-2 - 0.8564 85.64%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6667 66.67%
OATP2B1 inhibitior - 0.5772 57.72%
OATP1B1 inhibitior + 0.7487 74.87%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.8254 82.54%
P-glycoprotein inhibitior + 0.7345 73.45%
P-glycoprotein substrate + 0.5920 59.20%
CYP3A4 substrate + 0.7297 72.97%
CYP2C9 substrate - 0.8154 81.54%
CYP2D6 substrate - 0.8677 86.77%
CYP3A4 inhibition - 0.8027 80.27%
CYP2C9 inhibition - 0.8341 83.41%
CYP2C19 inhibition - 0.8408 84.08%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.8531 85.31%
CYP2C8 inhibition + 0.7200 72.00%
CYP inhibitory promiscuity - 0.8097 80.97%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6213 62.13%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.7116 71.16%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6747 67.47%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8492 84.92%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5629 56.29%
Acute Oral Toxicity (c) III 0.6714 67.14%
Estrogen receptor binding + 0.7343 73.43%
Androgen receptor binding + 0.6457 64.57%
Thyroid receptor binding - 0.5638 56.38%
Glucocorticoid receptor binding + 0.7474 74.74%
Aromatase binding + 0.6946 69.46%
PPAR gamma + 0.6886 68.86%
Honey bee toxicity - 0.7053 70.53%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9798 97.98%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.67% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.66% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.64% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.95% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.45% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 86.86% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.37% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.04% 95.89%
CHEMBL5028 O14672 ADAM10 84.36% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.76% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 83.28% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.49% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.19% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.08% 93.56%

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 162962440
LOTUS LTS0159858
wikiData Q105220839