Isokhusinodiol

Details

• Internal ID: 72410f4d-f0f9-42cd-b0fd-7cb2a3e59aea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4aR,5S,8S,8aS)-3,8-dimethyl-5-propan-2-yl-2,4a,5,6,7,8a-hexahydro-1H-naphthalene-1,8-diol
• SMILES (Canonical): CC1=CC2C(CCC(C2C(C1)O)(C)O)C(C)C
• SMILES (Isomeric): CC1=C[C@H]2[C@@H](CC[C@]([C@@H]2[C@H](C1)O)(C)O)C(C)C
• InChI: InChI=1S/C15H26O2/c1-9(2)11-5-6-15(4,17)14-12(11)7-10(3)8-13(14)16/h7,9,11-14,16-17H,5-6,8H2,1-4H3/t11-,12-,13-,14-,15-/m0/s1
• InChI Key: NFSPTLKYFUJAOU-YTFOTSKYSA-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: 2.40
• 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	+	0.9949	99.49%
Caco-2	+	0.7366	73.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5348	53.48%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9274	92.74%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7094	70.94%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.7317	73.17%
CYP2C19 inhibition	-	0.6446	64.46%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.7532	75.32%
CYP2C8 inhibition	-	0.9120	91.20%
CYP inhibitory promiscuity	-	0.7295	72.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.7570	75.70%
Skin irritation	-	0.5338	53.38%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5425	54.25%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5725	57.25%
skin sensitisation	+	0.5674	56.74%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6805	68.05%
Acute Oral Toxicity (c)	III	0.4816	48.16%
Estrogen receptor binding	-	0.6888	68.88%
Androgen receptor binding	-	0.5421	54.21%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	-	0.7679	76.79%
Aromatase binding	-	0.8497	84.97%
PPAR gamma	-	0.8473	84.73%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8984	89.84%

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	94.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	88.42%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.37%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.23%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.20%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.72%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.53%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.40%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL1871	P10275	Androgen Receptor	83.04%	96.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.20%	93.03%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 11085852
• NPASS: NPC262292
• LOTUS: LTS0168406
• wikiData: Q105178658