6-(Hydroxymethyl)-2-(6-hydroxy-4-methylhex-4-enylidene)-10-methylundeca-5,9-dienoic acid

Details

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Internal ID 293a44a5-f44f-45d9-a3be-5b0133dd9b4a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
IUPAC Name 6-(hydroxymethyl)-2-(6-hydroxy-4-methylhex-4-enylidene)-10-methylundeca-5,9-dienoic acid
SMILES (Canonical) CC(=CCCC(=CCCC(=CCCC(=CCO)C)C(=O)O)CO)C
SMILES (Isomeric) CC(=CCCC(=CCCC(=CCCC(=CCO)C)C(=O)O)CO)C
InChI InChI=1S/C20H32O4/c1-16(2)7-4-9-18(15-22)10-6-12-19(20(23)24)11-5-8-17(3)13-14-21/h7,10-11,13,21-22H,4-6,8-9,12,14-15H2,1-3H3,(H,23,24)
InChI Key CQVPQVUCJIFYMK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O4
Molecular Weight 336.50 g/mol
Exact Mass 336.23005950 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-(Hydroxymethyl)-2-(6-hydroxy-4-methylhex-4-enylidene)-10-methylundeca-5,9-dienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9381 93.81%
Caco-2 + 0.4925 49.25%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6754 67.54%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.9008 90.08%
OATP1B3 inhibitior + 0.9030 90.30%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7721 77.21%
P-glycoprotein inhibitior - 0.7695 76.95%
P-glycoprotein substrate - 0.9085 90.85%
CYP3A4 substrate - 0.5167 51.67%
CYP2C9 substrate - 0.5754 57.54%
CYP2D6 substrate - 0.9111 91.11%
CYP3A4 inhibition - 0.8507 85.07%
CYP2C9 inhibition - 0.8301 83.01%
CYP2C19 inhibition - 0.8957 89.57%
CYP2D6 inhibition - 0.8994 89.94%
CYP1A2 inhibition - 0.8565 85.65%
CYP2C8 inhibition - 0.9186 91.86%
CYP inhibitory promiscuity - 0.8907 89.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7223 72.23%
Carcinogenicity (trinary) Non-required 0.6959 69.59%
Eye corrosion - 0.8706 87.06%
Eye irritation + 0.6658 66.58%
Skin irritation - 0.7376 73.76%
Skin corrosion - 0.9850 98.50%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5868 58.68%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.5830 58.30%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity - 0.8976 89.76%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity + 0.6294 62.94%
Acute Oral Toxicity (c) IV 0.7180 71.80%
Estrogen receptor binding + 0.5371 53.71%
Androgen receptor binding - 0.6637 66.37%
Thyroid receptor binding + 0.6144 61.44%
Glucocorticoid receptor binding - 0.4877 48.77%
Aromatase binding + 0.5281 52.81%
PPAR gamma + 0.8499 84.99%
Honey bee toxicity - 0.9329 93.29%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9867 98.67%

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 87.48% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.52% 99.17%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.40% 92.08%
CHEMBL2581 P07339 Cathepsin D 83.68% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 80.40% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.19% 94.45%

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.
Microglossa pyrrhopappa

Cross-Links

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PubChem 162963907
LOTUS LTS0144577
wikiData Q104968294