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[(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-[[(5R,8S)-1-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-6-methyloxan-4-yl] acetate

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 3a5c8265-a1ef-4417-a5f4-69321efcaaa1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name [(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-[[(5R,8S)-1-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-6-methyloxan-4-yl] acetate
SMILES (Canonical) CC1CCC(C2=C1C(=C(C(=C2)C)OC3C(C(C(C(O3)C)O)OC(=O)C)O)O)C(C)CCC=C(C)C
SMILES (Isomeric) C[C@H]1CC[C@@H](C2=C1C(=C(C(=C2)C)O[C@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)C)O)OC(=O)C)O)O)[C@@H](C)CCC=C(C)C
InChI InChI=1S/C28H42O7/c1-14(2)9-8-10-15(3)20-12-11-16(4)22-21(20)13-17(5)26(24(22)31)35-28-25(32)27(34-19(7)29)23(30)18(6)33-28/h9,13,15-16,18,20,23,25,27-28,30-32H,8,10-12H2,1-7H3/t15-,16-,18-,20+,23+,25-,27+,28-/m0/s1
InChI Key ZKSDMQVUSGQIOW-MTBWTTNZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 7
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 [(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-[[(5R,8S)-1-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-6-methyloxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9267 92.67%
Caco-2 - 0.6416 64.16%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6794 67.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8173 81.73%
OATP1B3 inhibitior + 0.8424 84.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6568 65.68%
P-glycoprotein inhibitior - 0.4385 43.85%
P-glycoprotein substrate + 0.5186 51.86%
CYP3A4 substrate + 0.6604 66.04%
CYP2C9 substrate - 0.8035 80.35%
CYP2D6 substrate - 0.8570 85.70%
CYP3A4 inhibition - 0.6814 68.14%
CYP2C9 inhibition + 0.5565 55.65%
CYP2C19 inhibition + 0.7551 75.51%
CYP2D6 inhibition - 0.6111 61.11%
CYP1A2 inhibition + 0.8331 83.31%
CYP2C8 inhibition - 0.6142 61.42%
CYP inhibitory promiscuity + 0.7143 71.43%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7511 75.11%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9233 92.33%
Skin irritation - 0.7017 70.17%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5827 58.27%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6769 67.69%
skin sensitisation - 0.7500 75.00%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9150 91.50%
Acute Oral Toxicity (c) III 0.4438 44.38%
Estrogen receptor binding + 0.7016 70.16%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding + 0.5286 52.86%
Glucocorticoid receptor binding + 0.6835 68.35%
Aromatase binding + 0.5745 57.45%
PPAR gamma + 0.5739 57.39%
Honey bee toxicity - 0.8308 83.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.05% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.64% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.23% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.96% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.58% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.46% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.13% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.70% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.01% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.60% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.58% 90.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.36% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.31% 95.56%
CHEMBL4581 P52732 Kinesin-like protein 1 85.15% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.96% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.83% 92.94%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.01% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 81.28% 91.19%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.92% 99.18%

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 101247930
LOTUS LTS0007921
wikiData Q105378692