(1S,2R,3R,9S,10S)-1,10-dihydroxy-12-methyl-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-6(15),11-diene-5,13-dione

Details

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Internal ID a988f71d-68d7-44d3-9726-0c4102a044fd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1S,2R,3R,9S,10S)-1,10-dihydroxy-12-methyl-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-6(15),11-diene-5,13-dione
SMILES (Canonical) CC1=C2C(C(CCC3=CC(C(C(C1=O)(O2)O)C(=C)C)OC3=O)C(=C)C)O
SMILES (Isomeric) CC1=C2[C@H]([C@@H](CCC3=C[C@H]([C@H]([C@@](C1=O)(O2)O)C(=C)C)OC3=O)C(=C)C)O
InChI InChI=1S/C20H24O6/c1-9(2)13-7-6-12-8-14(25-19(12)23)15(10(3)4)20(24)18(22)11(5)17(26-20)16(13)21/h8,13-16,21,24H,1,3,6-7H2,2,4-5H3/t13-,14+,15+,16-,20-/m0/s1
InChI Key AIDLGOARWPUFNT-LIGLGGLYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H24O6
Molecular Weight 360.40 g/mol
Exact Mass 360.15728848 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.94
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,9S,10S)-1,10-dihydroxy-12-methyl-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-6(15),11-diene-5,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9335 93.35%
Caco-2 - 0.6897 68.97%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7019 70.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.8662 86.62%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior - 0.8416 84.16%
P-glycoprotein inhibitior - 0.7139 71.39%
P-glycoprotein substrate - 0.6960 69.60%
CYP3A4 substrate + 0.6008 60.08%
CYP2C9 substrate - 0.8072 80.72%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7985 79.85%
CYP2C9 inhibition - 0.7325 73.25%
CYP2C19 inhibition - 0.8201 82.01%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition + 0.5332 53.32%
CYP2C8 inhibition - 0.7395 73.95%
CYP inhibitory promiscuity - 0.9175 91.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4722 47.22%
Eye corrosion - 0.9675 96.75%
Eye irritation - 0.8778 87.78%
Skin irritation + 0.4934 49.34%
Skin corrosion - 0.8247 82.47%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6156 61.56%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.6107 61.07%
skin sensitisation - 0.7753 77.53%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5522 55.22%
Acute Oral Toxicity (c) III 0.3944 39.44%
Estrogen receptor binding - 0.4831 48.31%
Androgen receptor binding + 0.5847 58.47%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.7322 73.22%
Aromatase binding - 0.5956 59.56%
PPAR gamma + 0.5657 56.57%
Honey bee toxicity - 0.8025 80.25%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9561 95.61%

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 95.09% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 94.40% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.80% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.87% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.00% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.23% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.98% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.98% 97.33%

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.
Cratoxylum cochinchinense
Trachelospermum jasminoides

Cross-Links

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PubChem 11566668
NPASS NPC140621
LOTUS LTS0065157
wikiData Q104912668