Nerol oxide

Details

• Internal ID: ad85c0f2-eb56-4f4d-ae41-5345edbf497d
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 4-methyl-2-(2-methylprop-1-enyl)-3,6-dihydro-2H-pyran
• SMILES (Canonical): CC1=CCOC(C1)C=C(C)C
• SMILES (Isomeric): CC1=CCOC(C1)C=C(C)C
• InChI: InChI=1S/C10H16O/c1-8(2)6-10-7-9(3)4-5-11-10/h4,6,10H,5,7H2,1-3H3
• InChI Key: FRISMOQHTLZZRP-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23 g/mol
• Exact Mass: 152.120115130 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 1786-08-9
• 4-methyl-2-(2-methylprop-1-enyl)-3,6-dihydro-2H-pyran
• 3,6-Dihydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
• 2H-Pyran, 3,6-dihydro-4-methyl-2-(2-methyl-1-propenyl)-
• FEMA No. 3661
• Neryl oxide
• 4-methyl-2-(2-methylprop-1-en-1-yl)-3,6-dihydro-2H-pyran
• 3,6-Dihydro-4-methyl-2-(2-methylpropenyl)-2H-pyran
• EINECS 217-241-4
• 2H-Pyran, 3,6-dihydro-4-methyl-2-(2-methyl-1-propen-1-yl)-
• 3,6-DIHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)-2H-PYRAN
• BRN 1562957
• UNII-NSW8112Y7S
• 2H-Pyran, 3,6-dihydro-4-methyl-2-(2-methylpropenyl)-
• NSW8112Y7S
• 2H-Pyran, 3,6-dihydro-4-methyl-2-(2-methyl-1-propeyl)-
• 5-17-01-00406 (Beilstein Handbook Reference)
• xi-3,6-Dihydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
• (+/-)-NEROL OXIDE
• SCHEMBL1471767
• DTXSID6051805
• CHEBI:144705
• FRISMOQHTLZZRP-UHFFFAOYSA-N
• NEROL OXIDE, (+/-)-
• BAA78608
• AKOS006272246
• LS-127306
• FT-0693729
• P20607
• Q27285033
• 3,6-dihydro-4-methyl-2-(2-methyl-1-pro-penyl)-2h-pyran
• 2h-piran, 3,6-dihidro-4-metil-2-(2-metil-1-propen-1-il)-
• 2H-Pyran,3,6-dihydro-4-methyl-2-(2-methyl-1-propen-1-yl)-
• 4-methyl-2-(2-methyl-1-propen-1-yl)-3,6-dihydro-2H-pyran
• 4-Methyl-2-(2-methyl-1-propenyl)-3,6-dihydro-2H-pyran #
• 3,6-DIHYDRO-4-METHYL-2(2-METHYLPROPEN-1-YL)-2H-PYRAN
• 3,6-DIHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)-2H-PYRAN [FHFI]
• 3,6 - dihydro - 4 - methyl - 2 - (2 - methyl - 1 - propenyl) - 2H - pyran

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.7949	79.49%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4865	48.65%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8797	87.97%
P-glycoprotein inhibitior	-	0.9828	98.28%
P-glycoprotein substrate	-	0.9386	93.86%
CYP3A4 substrate	-	0.6056	60.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7269	72.69%
CYP3A4 inhibition	-	0.8116	81.16%
CYP2C9 inhibition	-	0.8093	80.93%
CYP2C19 inhibition	-	0.6890	68.90%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	+	0.5069	50.69%
CYP2C8 inhibition	-	0.9503	95.03%
CYP inhibitory promiscuity	-	0.7380	73.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6744	67.44%
Carcinogenicity (trinary)	Warning	0.4760	47.60%
Eye corrosion	-	0.7362	73.62%
Eye irritation	+	0.9515	95.15%
Skin irritation	+	0.6028	60.28%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6444	64.44%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.6463	64.63%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.6187	61.87%
Acute Oral Toxicity (c)	III	0.8387	83.87%
Estrogen receptor binding	-	0.9641	96.41%
Androgen receptor binding	-	0.8406	84.06%
Thyroid receptor binding	-	0.9384	93.84%
Glucocorticoid receptor binding	-	0.9143	91.43%
Aromatase binding	-	0.8695	86.95%
PPAR gamma	-	0.8753	87.53%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8079	80.79%

Targets

Proven Targets:

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	88.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.28%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.77%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.84%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.24%	96.95%

Plants that contains it

• Dactylanthus taylorii
• Hamamelis virginiana
• Ixora chinensis
• Salvia sclarea
• Thymus camphoratus
• Vitis vinifera
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium
• Zingiber officinale

Cross-Links

• PubChem: 61275
• NPASS: NPC197508
• LOTUS: LTS0174383
• wikiData: Q27285033