Nardosinanol G

Details

• Internal ID: b7f91790-c818-4bc4-a0f8-9cfcd3d71c14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 1-[(1S,2S,4S,8S,8aS)-1-acetyl-4-hydroxy-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone
• SMILES (Canonical): CC1CCC=C2C1(C(C(CC2O)C(=O)C)C(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1([C@H]([C@H](C[C@@H]2O)C(=O)C)C(=O)C)C
• InChI: InChI=1S/C16H24O3/c1-9-6-5-7-13-14(19)8-12(10(2)17)15(11(3)18)16(9,13)4/h7,9,12,14-15,19H,5-6,8H2,1-4H3/t9-,12+,14-,15-,16+/m0/s1
• InChI Key: ULYNRVYLRQWJPH-BTQADYBMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL255684

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7648	76.48%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.8988	89.88%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5540	55.40%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8799	87.99%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.8681	86.81%
CYP2C8 inhibition	-	0.8006	80.06%
CYP inhibitory promiscuity	-	0.9127	91.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9530	95.30%
Skin irritation	+	0.7039	70.39%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6877	68.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.5385	53.85%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.7716	77.16%
Estrogen receptor binding	+	0.5747	57.47%
Androgen receptor binding	-	0.5245	52.45%
Thyroid receptor binding	-	0.6078	60.78%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	-	0.7131	71.31%
PPAR gamma	-	0.7521	75.21%
Honey bee toxicity	-	0.8804	88.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.13%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.19%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.52%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.88%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.33%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24854649
• LOTUS: LTS0250505
• wikiData: Q105275422