Incensole

Details

• Internal ID: bf800126-2d0a-43e1-9da5-518a6469e9b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,5E,9E,12S)-1,5,9-trimethyl-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-2-ol
• SMILES (Canonical): CC1=CCCC(=CCC2(CCC(O2)(C(CC1)O)C)C(C)C)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C[C@@]2(CC[C@@](O2)([C@H](CC1)O)C)C(C)C)/C
• InChI: InChI=1S/C20H34O2/c1-15(2)20-12-11-17(4)8-6-7-16(3)9-10-18(21)19(5,22-20)13-14-20/h7,11,15,18,21H,6,8-10,12-14H2,1-5H3/b16-7+,17-11+/t18-,19+,20+/m0/s1
• InChI Key: SSBZLMMXFQMHDP-REDNKFHQSA-N
• Popularity: 25 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 22419-74-5
• CHEMBL497044
• DTXSID401318606
• HY-N4097
• BDBM50197965
• MS-24443
• CS-0032103
• Q1660941

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8457	84.57%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4864	48.64%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.9474	94.74%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6197	61.97%
P-glycoprotein inhibitior	-	0.8396	83.96%
P-glycoprotein substrate	-	0.8495	84.95%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7334	73.34%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.5746	57.46%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.5207	52.07%
CYP2C8 inhibition	-	0.7508	75.08%
CYP inhibitory promiscuity	-	0.8216	82.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5275	52.75%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8969	89.69%
Skin irritation	+	0.5696	56.96%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7679	76.79%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6279	62.79%
skin sensitisation	-	0.5578	55.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4788	47.88%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	+	0.5690	56.90%
Androgen receptor binding	-	0.6205	62.05%
Thyroid receptor binding	+	0.7677	76.77%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	-	0.5973	59.73%
PPAR gamma	-	0.5052	50.52%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8748	87.48%

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	96.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.62%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.72%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.66%	96.61%
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%

Plants that contains it

• Boswellia sacra

Cross-Links

• PubChem: 44583885
• NPASS: NPC157727
• LOTUS: LTS0151057
• wikiData: Q1660941