2H-Pyran-3-ol, tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-, [3S-[3alpha,6alpha(R*)]]-

Details

• Internal ID: a84388d7-5b60-4b61-8eaf-19b19227ea86
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (3S,6S)-2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol
• SMILES (Canonical): CC1=CCC(CC1)C2(CCC(C(O2)(C)C)O)C
• SMILES (Isomeric): CC1=CCC(CC1)[C@@]2(CC[C@@H](C(O2)(C)C)O)C
• InChI: InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3/t12?,13-,15-/m0/s1
• InChI Key: WJHRAVIQWFQMKF-MHEXWIEDSA-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): 29.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• .alpha.-Bisabolol oxide
• .alpha.-Bisabolol oxide A
• 2,2,6-Trimethyl-6-(4-methyl-3-cyclohexen-1-yl)tetrahydro-2H-pyran-3-ol-, (-)-
• WJHRAVIQWFQMKF-MHEXWIEDSA-N
• (3S-(3.alpha.,6.alpha.(R*)))-Tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8351	83.51%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7341	73.41%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8764	87.64%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.8903	89.03%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7148	71.48%
CYP3A4 inhibition	-	0.8373	83.73%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.7277	72.77%
CYP inhibitory promiscuity	-	0.8658	86.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.5453	54.53%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4750	47.50%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.5412	54.12%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.6679	66.79%
Estrogen receptor binding	-	0.6381	63.81%
Androgen receptor binding	-	0.7989	79.89%
Thyroid receptor binding	-	0.5216	52.16%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	-	0.5969	59.69%
PPAR gamma	-	0.6996	69.96%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9068	90.68%

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	93.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.05%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL1871	P10275	Androgen Receptor	83.23%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 6432251
• NPASS: NPC154316