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[(2R,3R,4S,5S)-4,5-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]oxan-3-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 58dbb9ca-7299-40fb-8888-6db09908c340
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name [(2R,3R,4S,5S)-4,5-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]oxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H40O7/c1-14(2)8-7-9-15(3)19-11-10-16(4)22-20(19)12-17(5)25(24(22)31)34-27-26(33-18(6)28)23(30)21(29)13-32-27/h8,12,15-16,19,21,23,26-27,29-31H,7,9-11,13H2,1-6H3/t15-,16-,19+,21-,23-,26+,27+/m0/s1
InChI Key PMIXPFOPJYZXRM-GSXGFWDUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.45
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 [(2R,3R,4S,5S)-4,5-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]oxan-3-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 + 0.9576 95.76%
Caco-2 - 0.6833 68.33%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8657 86.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8152 81.52%
OATP1B3 inhibitior + 0.8560 85.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.6611 66.11%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5495 54.95%
CYP3A4 substrate + 0.6676 66.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.6534 65.34%
CYP2C9 inhibition - 0.7280 72.80%
CYP2C19 inhibition + 0.6492 64.92%
CYP2D6 inhibition - 0.7288 72.88%
CYP1A2 inhibition + 0.9249 92.49%
CYP2C8 inhibition - 0.6038 60.38%
CYP inhibitory promiscuity - 0.8322 83.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7452 74.52%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9399 93.99%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.5232 52.32%
Human Ether-a-go-go-Related Gene inhibition - 0.6182 61.82%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6019 60.19%
skin sensitisation - 0.8215 82.15%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9643 96.43%
Acute Oral Toxicity (c) III 0.4589 45.89%
Estrogen receptor binding + 0.6614 66.14%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding + 0.5186 51.86%
Glucocorticoid receptor binding + 0.6836 68.36%
Aromatase binding + 0.5343 53.43%
PPAR gamma + 0.5775 57.75%
Honey bee toxicity - 0.8272 82.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9958 99.58%

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 98.71% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.42% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.37% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.29% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.15% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.83% 90.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.47% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.84% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 87.56% 93.18%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.52% 99.17%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.64% 90.24%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.51% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.32% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.05% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.49% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.09% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 83.04% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.27% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.70% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.63% 95.58%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.54% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.01% 91.07%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.40% 99.18%
CHEMBL340 P08684 Cytochrome P450 3A4 80.39% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.34% 96.47%

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.
There are no matching plants.

Cross-Links

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PubChem 21589786
LOTUS LTS0237726
wikiData Q105211509