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methyl 5-[(1R,2S,3R,4R,4aR,8aR)-3-hydroxy-1,2,4a,5-tetramethyl-4-[(Z)-3-phenylprop-2-enoyl]oxy-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylidene-4-oxopentanoate

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 a577e8ed-0c74-4dd9-a3f8-50b31f2b82e5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name methyl 5-[(1R,2S,3R,4R,4aR,8aR)-3-hydroxy-1,2,4a,5-tetramethyl-4-[(Z)-3-phenylprop-2-enoyl]oxy-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylidene-4-oxopentanoate
SMILES (Canonical) CC1C(C(C2(C(C1(C)CC(=O)C(=C)CC(=O)OC)CCC=C2C)C)OC(=O)C=CC3=CC=CC=C3)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@]2([C@@H]([C@@]1(C)CC(=O)C(=C)CC(=O)OC)CCC=C2C)C)OC(=O)/C=C\C3=CC=CC=C3)O
InChI InChI=1S/C30H38O6/c1-19(17-26(33)35-6)23(31)18-29(4)21(3)27(34)28(30(5)20(2)11-10-14-24(29)30)36-25(32)16-15-22-12-8-7-9-13-22/h7-9,11-13,15-16,21,24,27-28,34H,1,10,14,17-18H2,2-6H3/b16-15-/t21-,24-,27-,28+,29+,30+/m1/s1
InChI Key GNIIZEDYOFXUJV-VMFJDJGZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O6
Molecular Weight 494.60 g/mol
Exact Mass 494.26683893 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 5-[(1R,2S,3R,4R,4aR,8aR)-3-hydroxy-1,2,4a,5-tetramethyl-4-[(Z)-3-phenylprop-2-enoyl]oxy-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylidene-4-oxopentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 - 0.7534 75.34%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8716 87.16%
OATP1B3 inhibitior - 0.3028 30.28%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7771 77.71%
BSEP inhibitior + 0.9744 97.44%
P-glycoprotein inhibitior + 0.8725 87.25%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6618 66.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition + 0.5686 56.86%
CYP2C9 inhibition - 0.8788 87.88%
CYP2C19 inhibition - 0.7883 78.83%
CYP2D6 inhibition - 0.9212 92.12%
CYP1A2 inhibition - 0.6534 65.34%
CYP2C8 inhibition + 0.7957 79.57%
CYP inhibitory promiscuity - 0.8659 86.59%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9163 91.63%
Carcinogenicity (trinary) Non-required 0.7073 70.73%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.5189 51.89%
Skin corrosion - 0.9716 97.16%
Ames mutagenesis - 0.7119 71.19%
Human Ether-a-go-go-Related Gene inhibition + 0.9248 92.48%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8215 82.15%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8375 83.75%
Acute Oral Toxicity (c) III 0.6688 66.88%
Estrogen receptor binding + 0.7244 72.44%
Androgen receptor binding + 0.7255 72.55%
Thyroid receptor binding + 0.6363 63.63%
Glucocorticoid receptor binding + 0.8376 83.76%
Aromatase binding + 0.6357 63.57%
PPAR gamma + 0.6785 67.85%
Honey bee toxicity - 0.8222 82.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.95% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.10% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.83% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.40% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.38% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.46% 90.17%
CHEMBL5028 O14672 ADAM10 91.53% 97.50%
CHEMBL2581 P07339 Cathepsin D 91.22% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.56% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.54% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.95% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 85.05% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.05% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.87% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 81.27% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.86% 91.71%
CHEMBL4208 P20618 Proteasome component C5 80.07% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11847504
LOTUS LTS0265191
wikiData Q105012582