[(1S,3R,5S,7S,8S,9R,10R,13S)-10,13-diacetyloxy-1,7,9-trihydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Details

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Internal ID 412c9adb-f14a-42a5-a917-b21112a627d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1S,3R,5S,7S,8S,9R,10R,13S)-10,13-diacetyloxy-1,7,9-trihydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C(=C)C3CC(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)O)C)O)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3C[C@@](C2(C)C)(C[C@@H]1OC(=O)C)O)OC(=O)C)O)C)O)OC(=O)C
InChI InChI=1S/C26H38O9/c1-12-17-10-26(32)11-19(34-15(4)28)13(2)21(24(26,6)7)22(35-16(5)29)23(31)25(17,8)20(30)9-18(12)33-14(3)27/h17-20,22-23,30-32H,1,9-11H2,2-8H3/t17-,18+,19+,20+,22-,23+,25+,26+/m1/s1
InChI Key DCJIAHGHYNSCLY-IKUFABFJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O9
Molecular Weight 494.60 g/mol
Exact Mass 494.25158279 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,7S,8S,9R,10R,13S)-10,13-diacetyloxy-1,7,9-trihydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.6635 66.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7375 73.75%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8999 89.99%
OATP1B3 inhibitior + 0.8151 81.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5365 53.65%
P-glycoprotein inhibitior + 0.6037 60.37%
P-glycoprotein substrate - 0.5684 56.84%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.7271 72.71%
CYP2C9 inhibition - 0.8766 87.66%
CYP2C19 inhibition - 0.8664 86.64%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.8613 86.13%
CYP2C8 inhibition - 0.5627 56.27%
CYP inhibitory promiscuity - 0.9038 90.38%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6289 62.89%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8874 88.74%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.6364 63.64%
Human Ether-a-go-go-Related Gene inhibition - 0.6626 66.26%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5047 50.47%
skin sensitisation - 0.6209 62.09%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4784 47.84%
Acute Oral Toxicity (c) I 0.4141 41.41%
Estrogen receptor binding + 0.7140 71.40%
Androgen receptor binding + 0.5926 59.26%
Thyroid receptor binding + 0.5624 56.24%
Glucocorticoid receptor binding + 0.7192 71.92%
Aromatase binding + 0.6477 64.77%
PPAR gamma + 0.5901 59.01%
Honey bee toxicity - 0.5768 57.68%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9926 99.26%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.78% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.51% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.28% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.14% 97.25%
CHEMBL2581 P07339 Cathepsin D 88.36% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.59% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.47% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.25% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.82% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 84.65% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.44% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.82% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.11% 97.09%

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.
Taxus wallichiana

Cross-Links

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PubChem 5321659
NPASS NPC132795