(1S,4R,7S,8R,13S,14S,16R)-13-hydroxy-10,14-dimethyl-7-prop-1-en-2-yl-2,3,18-trioxapentacyclo[6.6.2.21,4.04,16.012,15]octadeca-9,12(15)-dien-11-one

Details

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Internal ID 9b692903-f78d-4596-b975-19da2c95e5bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name (1S,4R,7S,8R,13S,14S,16R)-13-hydroxy-10,14-dimethyl-7-prop-1-en-2-yl-2,3,18-trioxapentacyclo[6.6.2.21,4.04,16.012,15]octadeca-9,12(15)-dien-11-one
SMILES (Canonical) CC1C(C2=C3C14OCC5(C3C(C=C(C2=O)C)C(CC5)C(=C)C)OO4)O
SMILES (Isomeric) C[C@H]1[C@@H](C2=C3[C@]14OC[C@@]5([C@@H]3[C@H](C=C(C2=O)C)[C@H](CC5)C(=C)C)OO4)O
InChI InChI=1S/C20H24O5/c1-9(2)12-5-6-19-8-23-20(25-24-19)11(4)18(22)14-16(20)15(19)13(12)7-10(3)17(14)21/h7,11-13,15,18,22H,1,5-6,8H2,2-4H3/t11-,12+,13+,15+,18-,19-,20-/m0/s1
InChI Key AINNPETUGJFTND-PYFMSPEWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24O5
Molecular Weight 344.40 g/mol
Exact Mass 344.16237386 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,7S,8R,13S,14S,16R)-13-hydroxy-10,14-dimethyl-7-prop-1-en-2-yl-2,3,18-trioxapentacyclo[6.6.2.21,4.04,16.012,15]octadeca-9,12(15)-dien-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 + 0.5677 56.77%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6787 67.87%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8986 89.86%
OATP1B3 inhibitior + 0.9528 95.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7897 78.97%
P-glycoprotein inhibitior - 0.6602 66.02%
P-glycoprotein substrate - 0.6334 63.34%
CYP3A4 substrate + 0.6227 62.27%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.8362 83.62%
CYP3A4 inhibition - 0.8427 84.27%
CYP2C9 inhibition - 0.9008 90.08%
CYP2C19 inhibition - 0.8990 89.90%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition - 0.5654 56.54%
CYP2C8 inhibition - 0.7688 76.88%
CYP inhibitory promiscuity - 0.9478 94.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5546 55.46%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.5674 56.74%
Skin corrosion - 0.9067 90.67%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7010 70.10%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.7930 79.30%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6953 69.53%
Acute Oral Toxicity (c) III 0.4891 48.91%
Estrogen receptor binding + 0.7046 70.46%
Androgen receptor binding + 0.6922 69.22%
Thyroid receptor binding + 0.6592 65.92%
Glucocorticoid receptor binding + 0.6832 68.32%
Aromatase binding - 0.6225 62.25%
PPAR gamma + 0.7431 74.31%
Honey bee toxicity - 0.7625 76.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9596 95.96%

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
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.29% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.62% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.30% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.39% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.74% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.82% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.15% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 83.71% 94.75%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.49% 94.80%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.44% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.12% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.30% 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.
Jatropha grossidentata
Jatropha integerrima

Cross-Links

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PubChem 101239632
LOTUS LTS0143526
wikiData Q104401130