Deacetylsesquiterpene

Details

• Internal ID: 8da0586b-6133-4493-b328-f84bc629167f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,4aR,5R,8R,8aR)-3,8-dimethyl-5-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalene-1,2,8a-triol
• SMILES (Canonical): CC1CCC(C2C1(C(C(C(=C2)C)O)O)O)C(=C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@]1([C@H]([C@@H](C(=C2)C)O)O)O)C(=C)C
• InChI: InChI=1S/C15H24O3/c1-8(2)11-6-5-10(4)15(18)12(11)7-9(3)13(16)14(15)17/h7,10-14,16-18H,1,5-6H2,2-4H3/t10-,11+,12-,13-,14+,15-/m1/s1
• InChI Key: HDMGZVUWLBSYIE-ZAQNNHEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	-	0.6843	68.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4590	45.90%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9720	97.20%
P-glycoprotein inhibitior	-	0.9412	94.12%
P-glycoprotein substrate	-	0.6599	65.99%
CYP3A4 substrate	+	0.5161	51.61%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7344	73.44%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.6788	67.88%
CYP2C19 inhibition	-	0.7037	70.37%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	-	0.8658	86.58%
CYP inhibitory promiscuity	-	0.6690	66.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5224	52.24%
Skin corrosion	-	0.8732	87.32%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6128	61.28%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.5664	56.64%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	-	0.5466	54.66%
Androgen receptor binding	-	0.6668	66.68%
Thyroid receptor binding	-	0.5137	51.37%
Glucocorticoid receptor binding	-	0.5168	51.68%
Aromatase binding	-	0.7542	75.42%
PPAR gamma	-	0.6581	65.81%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	91.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.02%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.92%	86.00%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.96%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.68%	93.56%
CHEMBL1871	P10275	Androgen Receptor	82.59%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590347
• LOTUS: LTS0013258
• wikiData: Q105026425