(1S,3R,5R,8E,12S)-5,9,16,16-tetramethyl-13-methylidene-4-oxatricyclo[10.3.1.03,5]hexadec-8-en-1-ol

Details

• Internal ID: 13e208f5-dadf-48c8-8977-4e954bb82282
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,3R,5R,8E,12S)-5,9,16,16-tetramethyl-13-methylidene-4-oxatricyclo[10.3.1.03,5]hexadec-8-en-1-ol
• SMILES (Canonical): CC1=CCCC2(C(O2)CC3(CCC(=C)C(C3(C)C)CC1)O)C
• SMILES (Isomeric): C/C/1=C\CC[C@@]2([C@H](O2)C[C@]3(CCC(=C)[C@@H](C3(C)C)CC1)O)C
• InChI: InChI=1S/C20H32O2/c1-14-7-6-11-19(5)17(22-19)13-20(21)12-10-15(2)16(9-8-14)18(20,3)4/h7,16-17,21H,2,6,8-13H2,1,3-5H3/b14-7+/t16-,17+,19+,20-/m0/s1
• InChI Key: MKCVUUPPUVFWNZ-XWSLJIMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.78
• 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	+	0.9935	99.35%
Caco-2	+	0.7579	75.79%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4482	44.82%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5275	52.75%
P-glycoprotein inhibitior	-	0.8624	86.24%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.6329	63.29%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.7029	70.29%
CYP2C9 inhibition	-	0.6081	60.81%
CYP2C19 inhibition	+	0.5405	54.05%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	+	0.5197	51.97%
CYP2C8 inhibition	+	0.4498	44.98%
CYP inhibitory promiscuity	-	0.8902	89.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.8810	88.10%
Skin irritation	+	0.5073	50.73%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6870	68.70%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4908	49.08%
Acute Oral Toxicity (c)	III	0.7064	70.64%
Estrogen receptor binding	+	0.5747	57.47%
Androgen receptor binding	+	0.6028	60.28%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	+	0.6957	69.57%
PPAR gamma	-	0.5139	51.39%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9595	95.95%

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	95.43%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.42%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.87%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.83%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.29%	89.00%

Plants that contains it

• Jackiella javanica

Cross-Links

• PubChem: 102408593
• LOTUS: LTS0054266
• wikiData: Q105165825