alpha-PHELLANDRENE, (-)-

Details

• Internal ID: 10380c91-fa06-429b-b11c-2c9dced71909
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (5R)-2-methyl-5-propan-2-ylcyclohexa-1,3-diene
• InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1
• InChI Key: OGLDWXZKYODSOB-SNVBAGLBSA-N
• Popularity: 67 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.23 g/mol
• Exact Mass: 136.125200510 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (-)-alpha-phellandrene
• alpha-Phellandrene l-form
• CHEBI:301
• (4R)-p-mentha-1(6),2-diene
• l-alpha-phellandrene
• (4R)-p-mentha-1,5-diene
• UNII-56UV8X65K0
• alpha-PHELLANDRENE, (-)-
• (R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene
• 56UV8X65K0
• EINECS 224-167-6
• (5R)-5-isopropyl-2-methylcyclohexa-1,3-diene
• p-Mentha-1,5-diene, (R)-(-)-
• (5R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene
• (5R)-2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene
• P-MENTHA-1,5-DIENE, (-)-
• 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (theta)-
• RefChem:27272
• (-)-(r)-alpha-phellandrene
• 224-167-6
• (R)-(-)-alpha-Phellandrene
• (-)-p-Mentha-1,5-diene
• (R)-alpha-Phellandrene
• MFCD00062988
• (R)-5-Isopropyl-2-methylcyclohexa-1,3-diene
• (R)-(-)-|A-Phellandrene
• (5R)-2-methyl-5-propan-2-ylcyclohexa-1,3-diene
• (R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene
• 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (5R)-
• DTXSID3047053
• (R)-a-Phellandrene (Technical Grade)
• 1-phellandrene
• (-)-5-Isopropyl-2-methyl-1,3-cyclohexadiene
• (-)-|A-phellandrene
• (-)-(R)-.alpha.-Phellandrene
• (5R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene; (R)-(-)-p-Metha-1,5-diene
• (R)-+/--Phellandrene
• Epitope ID:123896
• (R)-(-)--Phellandrene
• SCHEMBL159519
• L-.ALPHA.-PHELLANDRENE
• CHEMBL455041
• orb1685397
• DTXCID1027053
• (R)-(-)- alpha -Phellandrene
• (-)-.ALPHA.-PHELLANDRENE
• .ALPHA.-PHELLANDRENE L-FORM
• EAA22198
• HY-N9487
• p-mentha-1,5-diene,(R)-(-)-
• Tox21_302301
• .ALPHA.-PHELLANDRENE, (-)-
• AKOS040759354
• FS-7315
• LMPR0102090021
• NCGC00256155-01
• .ALPHA.-PHELLANDRENE L-FORM [MI]
• SY052143
• CAS-4221-98-1
• CS-0181878
• NS00083798
• C09875
• D91275
• (5R)-5-isopropyl-2-methyl-cyclohexa-1,3-diene
• F554986
• Q25933788
• (R)-(-)-alpha-Phellandrene, >=95.0% (sum of enantiomers, GC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.9013	90.13%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5791	57.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9051	90.51%
P-glycoprotein inhibitior	-	0.9867	98.67%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	-	0.7027	70.27%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.7751	77.51%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.8895	88.95%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8302	83.02%
CYP2C8 inhibition	-	0.9839	98.39%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5364	53.64%
Carcinogenicity (trinary)	Warning	0.5247	52.47%
Eye corrosion	+	0.8626	86.26%
Eye irritation	+	0.9690	96.90%
Skin irritation	+	0.8681	86.81%
Skin corrosion	-	0.7865	78.65%
Ames mutagenesis	-	0.7564	75.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.9442	94.42%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7425	74.25%
Nephrotoxicity	-	0.5618	56.18%
Acute Oral Toxicity (c)	IV	0.5836	58.36%
Estrogen receptor binding	-	0.9773	97.73%
Androgen receptor binding	-	0.9252	92.52%
Thyroid receptor binding	-	0.9184	91.84%
Glucocorticoid receptor binding	-	0.8915	89.15%
Aromatase binding	-	0.9390	93.90%
PPAR gamma	-	0.9141	91.41%
Honey bee toxicity	-	0.9056	90.56%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9746	97.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.18%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.12%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.71%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.69%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.51%	91.11%

Plants that contains it

• Alpinia galanga
• Angelica archangelica
• Artemisia annua
• Artemisia argyi
• Citrus × aurantium
• Citrus medica
• Cyperus rotundus
• Eucalyptus cneorifolia
• Homalomena occulta
• Houttuynia cordata
• Juniperus communis
• Laurus nobilis
• Lippia chevalierii
• Melaleuca alternifolia
• Mosla chinensis
• Myristica fragrans
• Phellodendron amurense
• Pinus cembra
• Platycladus orientalis
• Rhododendron groenlandicum
• Saussurea costus
• Sideritis hirsuta
• Syzygium aromaticum
• Valeriana officinalis
• Zanthoxylum schinifolium
• Zingiber officinale

Cross-Links

• PubChem: 442482
• NPASS: NPC48638
• LOTUS: LTS0226766
• wikiData: Q25933788