(1R,2R,4aS,5R,8aR)-5-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol

Details

• Internal ID: b7dcfac7-f3e8-4390-9fbb-57c563ef7d4d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1R,2R,4aS,5R,8aR)-5-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol
• SMILES (Canonical): CC12CCC(C(C1CCC(=C)C2CCO)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@]([C@@H]1CCC(=C)[C@H]2CCO)(C)CO)O
• InChI: InChI=1S/C16H28O3/c1-11-4-5-13-15(2,12(11)7-9-17)8-6-14(19)16(13,3)10-18/h12-14,17-19H,1,4-10H2,2-3H3/t12-,13-,14-,15+,16+/m1/s1
• InChI Key: KUHBMRBRAQRCNT-SUJAAXHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₃
• Molecular Weight: 268.39 g/mol
• Exact Mass: 268.20384475 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.6826	68.26%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5541	55.41%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6677	66.77%
BSEP inhibitior	-	0.7321	73.21%
P-glycoprotein inhibitior	-	0.9105	91.05%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8120	81.20%
CYP2C9 inhibition	-	0.8357	83.57%
CYP2C19 inhibition	-	0.7859	78.59%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.8561	85.61%
CYP2C8 inhibition	-	0.7995	79.95%
CYP inhibitory promiscuity	-	0.8477	84.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6465	64.65%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.6800	68.00%
Skin irritation	-	0.6937	69.37%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4487	44.87%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7117	71.17%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5721	57.21%
Acute Oral Toxicity (c)	III	0.6089	60.89%
Estrogen receptor binding	-	0.5959	59.59%
Androgen receptor binding	+	0.6550	65.50%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.6543	65.43%
Aromatase binding	-	0.6148	61.48%
PPAR gamma	-	0.7778	77.78%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	88.33%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.28%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	87.45%	99.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.73%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.80%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.59%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%

Plants that contains it

• Andrographis paniculata

Cross-Links

• PubChem: 163029876
• LOTUS: LTS0213443
• wikiData: Q105146144