Nerolic acid

Details

• Internal ID: 4b986da7-9fa6-4e81-9eb0-e0500b6f540f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: (2Z)-3,7-dimethylocta-2,6-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CC(=O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C\C(=O)O)/C)C
• InChI: InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7-
• InChI Key: ZHYZQXUYZJNEHD-CLFYSBASSA-N
• Popularity: 61 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 4613-38-1
• (Z)-3,7-Dimethylocta-2,6-dienoic acid
• Neranic acid
• cis-Geranic acid
• Geranium acid
• Neryl acid
• Geranic acid B
• (2Z)-3,7-dimethylocta-2,6-dienoic acid
• (Z)-Geranic acid
• Geranic acid, (Z)-
• Geranic acid, (2Z)-
• FEMA No. 4121, Z-
• UNII-6K8MFD7K03
• (Z)-3,7-Dimethyl-2,6-Octadienoic Acid
• Neric acid
• 6K8MFD7K03
• 2,6-Octadienoic acid, 3,7-dimethyl-, (Z)-
• 2,6-Octadienoic acid, 3,7-dimethyl-, (2Z)-
• 3,7-dimethyl-2Z,6-octadienoic acid
• (2Z)-3,7-DIMETHYL-2,6-OCTADIENOIC ACID
• geraniumsaure
• SCHEMBL310619
• DTXSID90109995
• LMFA01030440
• 3,7-dimethyl-2Z,6E-octadienoic acid
• AKOS016004982
• CS-0217418
• EN300-7429959
• Q18391807

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.9228	92.28%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3870	38.70%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.8509	85.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9169	91.69%
P-glycoprotein inhibitior	-	0.9858	98.58%
P-glycoprotein substrate	-	0.9765	97.65%
CYP3A4 substrate	-	0.6640	66.40%
CYP2C9 substrate	+	0.6145	61.45%
CYP2D6 substrate	-	0.9169	91.69%
CYP3A4 inhibition	-	0.9690	96.90%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.9162	91.62%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8498	84.98%
CYP2C8 inhibition	-	0.9835	98.35%
CYP inhibitory promiscuity	-	0.8641	86.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5615	56.15%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	+	0.7407	74.07%
Eye irritation	+	0.9302	93.02%
Skin irritation	+	0.8705	87.05%
Skin corrosion	+	0.5188	51.88%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6122	61.22%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.8188	81.88%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.7979	79.79%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.8193	81.93%
Estrogen receptor binding	-	0.9786	97.86%
Androgen receptor binding	-	0.7806	78.06%
Thyroid receptor binding	-	0.9221	92.21%
Glucocorticoid receptor binding	-	0.8401	84.01%
Aromatase binding	-	0.9100	91.00%
PPAR gamma	-	0.7702	77.02%
Honey bee toxicity	-	0.9245	92.45%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9345	93.45%

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	85.66%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.09%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.02%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	83.83%	90.17%

Plants that contains it

• Clausena heptaphylla
• Cymbopogon citratus
• Litsea cubeba
• Pelargonium graveolens
• Piper cubeba
• Zingiber officinale

Cross-Links

• PubChem: 5312583
• NPASS: NPC154450
• LOTUS: LTS0101667
• wikiData: Q105273641