12-Hydroxy-2-(5-hydroxy-4-methylpent-3-enyl)-6,10-dimethyldodeca-2,6,10-trienoic acid

Details

• Internal ID: 4cfc893a-f5a1-4088-8984-39806e24ed0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 12-hydroxy-2-(5-hydroxy-4-methylpent-3-enyl)-6,10-dimethyldodeca-2,6,10-trienoic acid
• SMILES (Canonical): CC(=CCCC(=CCO)C)CCC=C(CCC=C(C)CO)C(=O)O
• SMILES (Isomeric): CC(=CCCC(=CCO)C)CCC=C(CCC=C(C)CO)C(=O)O
• InChI: InChI=1S/C20H32O4/c1-16(7-4-8-17(2)13-14-21)9-5-11-19(20(23)24)12-6-10-18(3)15-22/h7,10-11,13,21-22H,4-6,8-9,12,14-15H2,1-3H3,(H,23,24)
• InChI Key: OBXCDFNUWPCTJI-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	+	0.9269	92.69%
Caco-2	+	0.4943	49.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7102	71.02%
BSEP inhibitior	+	0.8275	82.75%
P-glycoprotein inhibitior	-	0.7060	70.60%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	-	0.5629	56.29%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.9111	91.11%
CYP3A4 inhibition	-	0.8209	82.09%
CYP2C9 inhibition	-	0.8479	84.79%
CYP2C19 inhibition	-	0.8965	89.65%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.9365	93.65%
CYP inhibitory promiscuity	-	0.8931	89.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.6917	69.17%
Eye corrosion	-	0.8668	86.68%
Eye irritation	+	0.6278	62.78%
Skin irritation	-	0.7828	78.28%
Skin corrosion	-	0.9878	98.78%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4903	49.03%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7160	71.60%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8923	89.23%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5718	57.18%
Acute Oral Toxicity (c)	IV	0.6647	66.47%
Estrogen receptor binding	-	0.4797	47.97%
Androgen receptor binding	-	0.6518	65.18%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	-	0.4807	48.07%
Aromatase binding	-	0.5221	52.21%
PPAR gamma	+	0.8574	85.74%
Honey bee toxicity	-	0.9579	95.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9820	98.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	86.98%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.21%	92.08%

Plants that contains it

• Wyethia helenioides

Cross-Links

• PubChem: 162950150
• LOTUS: LTS0176512
• wikiData: Q105189201