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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 162963907
• LOTUS: LTS0144577
• wikiData: Q104968294