Arteannuic alcohol

Details

• Internal ID: 8647533b-e872-4934-b199-1f19d99e7136
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,4S)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-en-1-ol
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)C)C(=C)CO
• SMILES (Isomeric): C[C@H]1CC[C@H](C2C1CCC(=C2)C)C(=C)CO
• InChI: InChI=1S/C15H24O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8,11,13-16H,3-7,9H2,1-2H3/t11-,13?,14-,15?/m0/s1
• InChI Key: CZSSHKCZSDDOAH-HQSMGLLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• cis-Arteannuic alcohol
• Arteannuic alcohol (cis)
• CZSSHKCZSDDOAH-HQSMGLLHSA-N
• Q67879697

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8689	86.89%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7247	72.47%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9383	93.83%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7119	71.19%
CYP3A4 inhibition	-	0.7001	70.01%
CYP2C9 inhibition	-	0.7352	73.52%
CYP2C19 inhibition	-	0.6546	65.46%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	-	0.7579	75.79%
CYP inhibitory promiscuity	-	0.5804	58.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.8849	88.49%
Eye irritation	-	0.6378	63.78%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.8678	86.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4594	45.94%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	+	0.7739	77.39%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7518	75.18%
Acute Oral Toxicity (c)	III	0.7939	79.39%
Estrogen receptor binding	-	0.8885	88.85%
Androgen receptor binding	+	0.5803	58.03%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	-	0.5727	57.27%
Aromatase binding	-	0.7987	79.87%
PPAR gamma	-	0.8604	86.04%
Honey bee toxicity	-	0.9187	91.87%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.47%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.83%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.98%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.38%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.88%	86.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 6430725
• LOTUS: LTS0212183
• wikiData: Q67879697