(1R,4E,8E,12S,16R)-4,8,12,14,14-pentamethyl-13-oxabicyclo[10.2.2]hexadeca-4,8-dien-16-ol

Details

• Internal ID: 39e1466f-0895-4883-b4b1-30479181acca
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1R,4E,8E,12S,16R)-4,8,12,14,14-pentamethyl-13-oxabicyclo[10.2.2]hexadeca-4,8-dien-16-ol
• SMILES (Canonical): CC1=CCCC2(C(CC(CCC(=CCC1)C)C(O2)(C)C)O)C
• SMILES (Isomeric): C/C/1=C\CC[C@]2([C@@H](C[C@@H](CC/C(=C/CC1)/C)C(O2)(C)C)O)C
• InChI: InChI=1S/C20H34O2/c1-15-8-6-9-16(2)11-12-17-14-18(21)20(5,13-7-10-15)22-19(17,3)4/h9-10,17-18,21H,6-8,11-14H2,1-5H3/b15-10+,16-9+/t17-,18-,20+/m1/s1
• InChI Key: QJAIARJGTZFFBW-SOZHJIDJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8075	80.75%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5702	57.02%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7054	70.54%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7491	74.91%
CYP3A4 inhibition	-	0.7728	77.28%
CYP2C9 inhibition	-	0.8561	85.61%
CYP2C19 inhibition	-	0.6455	64.55%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.7243	72.43%
CYP2C8 inhibition	-	0.5703	57.03%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6357	63.57%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8129	81.29%
Skin irritation	+	0.5555	55.55%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4356	43.56%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6654	66.54%
skin sensitisation	+	0.5231	52.31%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5741	57.41%
Acute Oral Toxicity (c)	III	0.7464	74.64%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	-	0.7560	75.60%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6572	65.72%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.5758	57.58%
Honey bee toxicity	-	0.8881	88.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8309	83.09%

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	94.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.32%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.17%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.57%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.89%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.76%	96.43%
CHEMBL4040	P28482	MAP kinase ERK2	81.84%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.99%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	80.85%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10380462
• LOTUS: LTS0208470
• wikiData: Q105222509