(1S,2S,4aR,8aR)-1-[(3R)-5-hydroxy-3-methylpent-1-en-3-yl]-5,5,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-ol

Details

• Internal ID: 98e24682-4e26-4b23-af5b-d82eae017c42
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1S,2S,4aR,8aR)-1-[(3R)-5-hydroxy-3-methylpent-1-en-3-yl]-5,5,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-ol
• SMILES (Canonical): CC1(CCCC2(C1CCC(C2C(C)(CCO)C=C)O)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CC[C@@H]([C@H]2[C@](C)(CCO)C=C)O)(C)C
• InChI: InChI=1S/C19H34O2/c1-6-18(4,12-13-20)16-14(21)8-9-15-17(2,3)10-7-11-19(15,16)5/h6,14-16,20-21H,1,7-13H2,2-5H3/t14-,15+,16-,18-,19+/m0/s1
• InChI Key: LIOYKDUPKKYWOE-JZFYCYHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₂
• Molecular Weight: 294.50 g/mol
• Exact Mass: 294.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6867	68.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5555	55.55%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6635	66.35%
BSEP inhibitior	-	0.7720	77.20%
P-glycoprotein inhibitior	-	0.8830	88.30%
P-glycoprotein substrate	-	0.8865	88.65%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7341	73.41%
CYP2C9 inhibition	-	0.8639	86.39%
CYP2C19 inhibition	-	0.7188	71.88%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.7002	70.02%
CYP2C8 inhibition	-	0.6320	63.20%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7333	73.33%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8123	81.23%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5291	52.91%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	-	0.5718	57.18%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5836	58.36%
Acute Oral Toxicity (c)	III	0.8516	85.16%
Estrogen receptor binding	+	0.5591	55.91%
Androgen receptor binding	+	0.5231	52.31%
Thyroid receptor binding	+	0.6200	62.00%
Glucocorticoid receptor binding	+	0.7577	75.77%
Aromatase binding	-	0.5157	51.57%
PPAR gamma	-	0.7359	73.59%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	99.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.09%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.46%	97.09%
CHEMBL233	P35372	Mu opioid receptor	92.32%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.29%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	91.09%	95.92%
CHEMBL3524	P56524	Histone deacetylase 4	89.27%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	88.93%	97.05%
CHEMBL2581	P07339	Cathepsin D	88.74%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.51%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.14%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	86.74%	98.10%
CHEMBL1977	P11473	Vitamin D receptor	86.59%	99.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.58%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.42%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.11%	94.01%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	85.08%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.79%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.75%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.38%	91.07%
CHEMBL206	P03372	Estrogen receptor alpha	82.70%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.38%	93.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.37%	97.29%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.29%	86.67%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.88%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.85%	90.08%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.47%	99.29%
CHEMBL236	P41143	Delta opioid receptor	80.02%	99.35%

Plants that contains it

• Inula thapsoides

Cross-Links

• PubChem: 163189149
• LOTUS: LTS0070897
• wikiData: Q105152321