(R)-Sesquilavandulol

Details

• Internal ID: aa839099-aa7f-4e19-883c-d76046cf513e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,4E)-5,9-dimethyl-2-prop-1-en-2-yldeca-4,8-dien-1-ol
• SMILES (Canonical): CC(=CCCC(=CCC(CO)C(=C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C[C@@H](CO)C(=C)C)/C)C
• InChI: InChI=1S/C15H26O/c1-12(2)7-6-8-14(5)9-10-15(11-16)13(3)4/h7,9,15-16H,3,6,8,10-11H2,1-2,4-5H3/b14-9+/t15-/m0/s1
• InChI Key: JTSPVWIYQLSMER-HNRFISLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37 g/mol
• Exact Mass: 222.198365449 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 5,9-dimethyl-2R-(prop-1-en-2-yl)deca-4E,8-dien-1-ol
• LMPR0103030002
• (2R,4E)-2-Isopropenyl-5,9-dimethyl-4,8-decadiene-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5603	56.03%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5848	58.48%
P-glycoprotein inhibitior	-	0.9314	93.14%
P-glycoprotein substrate	-	0.9374	93.74%
CYP3A4 substrate	-	0.5928	59.28%
CYP2C9 substrate	-	0.6591	65.91%
CYP2D6 substrate	-	0.7543	75.43%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.8796	87.96%
CYP2C19 inhibition	-	0.8932	89.32%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	-	0.9555	95.55%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	+	0.4745	47.45%
Eye irritation	+	0.6724	67.24%
Skin irritation	+	0.6887	68.87%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.7746	77.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4697	46.97%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6162	61.62%
skin sensitisation	+	0.8621	86.21%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.9830	98.30%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5136	51.36%
Acute Oral Toxicity (c)	III	0.7872	78.72%
Estrogen receptor binding	-	0.8644	86.44%
Androgen receptor binding	-	0.8464	84.64%
Thyroid receptor binding	-	0.8244	82.44%
Glucocorticoid receptor binding	-	0.6181	61.81%
Aromatase binding	-	0.7542	75.42%
PPAR gamma	-	0.5863	58.63%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.25%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.71%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.69%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.71%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.04%	94.73%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 11831047
• NPASS: NPC8011