(1S,4S,4aS,7S,8aS)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalene-1,7-diol

Details

• Internal ID: f1b43a17-d49a-46c1-b4c8-be9eb1c5a4d4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4S,4aS,7S,8aS)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalene-1,7-diol
• SMILES (Canonical): CC1=CC2C(CCC(C2CC1O)(C)O)C(C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@@H](CC[C@]([C@H]2C[C@@H]1O)(C)O)C(C)C
• InChI: InChI=1S/C15H26O2/c1-9(2)11-5-6-15(4,17)13-8-14(16)10(3)7-12(11)13/h7,9,11-14,16-17H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15-/m0/s1
• InChI Key: DGZPYTSARMEKSO-AICCOOGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6465	64.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9215	92.15%
P-glycoprotein inhibitior	-	0.9480	94.80%
P-glycoprotein substrate	-	0.7214	72.14%
CYP3A4 substrate	+	0.5504	55.04%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7094	70.94%
CYP3A4 inhibition	-	0.7335	73.35%
CYP2C9 inhibition	-	0.9373	93.73%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.8580	85.80%
CYP2C8 inhibition	-	0.9040	90.40%
CYP inhibitory promiscuity	-	0.7938	79.38%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.5114	51.14%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6172	61.72%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6139	61.39%
skin sensitisation	+	0.7240	72.40%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7610	76.10%
Acute Oral Toxicity (c)	I	0.5145	51.45%
Estrogen receptor binding	-	0.6447	64.47%
Androgen receptor binding	-	0.5924	59.24%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	-	0.5525	55.25%
Aromatase binding	-	0.8364	83.64%
PPAR gamma	-	0.8320	83.20%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9806	98.06%

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	94.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.03%	97.79%
CHEMBL1871	P10275	Androgen Receptor	88.80%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.23%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.13%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.03%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.65%	91.11%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162970397
• LOTUS: LTS0198694
• wikiData: Q104979680