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[(1S,2S,3R,4R,7R,8S,12S,13S,14S,16R,17R)-2,14,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] 2-methylpropanoate

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 7607433e-cc6d-4ab9-87c2-000ea85a5389
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3R,4R,7R,8S,12S,13S,14S,16R,17R)-2,14,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] 2-methylpropanoate
SMILES (Canonical) CC1C(=O)OC2C1(C(C3C(C(CCC(=C)C2Cl)OC(=O)C(C)C)(C(CC(C34CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]2[C@@]1([C@H]([C@@H]3[C@@]([C@H](CCC(=C)[C@@H]2Cl)OC(=O)C(C)C)([C@H](C[C@H]([C@]34CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C30H41ClO12/c1-13(2)26(35)42-19-10-9-14(3)22(31)24-30(37,15(4)27(36)43-24)25(41-18(7)34)23-28(19,8)20(39-16(5)32)11-21(40-17(6)33)29(23)12-38-29/h13,15,19-25,37H,3,9-12H2,1-2,4-8H3/t15-,19-,20-,21+,22-,23+,24-,25-,28-,29+,30-/m0/s1
InChI Key CTLQYACQKLGWOB-XWWITBPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H41ClO12
Molecular Weight 629.10 g/mol
Exact Mass 628.2286544 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4R,7R,8S,12S,13S,14S,16R,17R)-2,14,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 - 0.7826 78.26%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7976 79.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.8812 88.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8141 81.41%
P-glycoprotein inhibitior + 0.7655 76.55%
P-glycoprotein substrate + 0.5068 50.68%
CYP3A4 substrate + 0.7073 70.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.9145 91.45%
CYP2C9 inhibition - 0.7708 77.08%
CYP2C19 inhibition - 0.8170 81.70%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.6981 69.81%
CYP2C8 inhibition + 0.5930 59.30%
CYP inhibitory promiscuity - 0.9312 93.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8482 84.82%
Carcinogenicity (trinary) Danger 0.4248 42.48%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.8881 88.81%
Skin irritation - 0.6433 64.33%
Skin corrosion - 0.8902 89.02%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4653 46.53%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5303 53.03%
skin sensitisation - 0.7646 76.46%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7892 78.92%
Acute Oral Toxicity (c) III 0.5564 55.64%
Estrogen receptor binding + 0.8120 81.20%
Androgen receptor binding + 0.6532 65.32%
Thyroid receptor binding + 0.5758 57.58%
Glucocorticoid receptor binding + 0.7536 75.36%
Aromatase binding + 0.7191 71.91%
PPAR gamma + 0.7549 75.49%
Honey bee toxicity - 0.5883 58.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9951 99.51%

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 97.39% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.35% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.62% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 94.25% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.77% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.91% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.69% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.39% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.26% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.09% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.33% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.14% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.32% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.05% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.95% 94.80%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.56% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 83.38% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.31% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.28% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.20% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.88% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.36% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.10% 94.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.88% 89.05%

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 44541568
LOTUS LTS0237195
wikiData Q104969863