(3S,5R,8E,12S,13R,16R)-16-hydroxy-5,9,12,13,16-pentamethyl-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one

Details

• Internal ID: b49bfa9a-3549-4b3e-96f8-6b1d12bcfbb1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3S,5R,8E,12S,13R,16R)-16-hydroxy-5,9,12,13,16-pentamethyl-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one
• InChI: InChI=1S/C20H30O3/c1-13-7-6-11-19(4)17(23-19)16(21)15-9-8-14(2)18(3,12-10-13)20(15,5)22/h7,9,14,17,22H,6,8,10-12H2,1-5H3/b13-7+/t14-,17-,18+,19-,20+/m1/s1
• InChI Key: MLDXYOSNGPZNQW-YKDURBFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 3
• 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	+	0.8052	80.52%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4562	45.62%
P-glycoprotein inhibitior	-	0.8362	83.62%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.7459	74.59%
CYP2C19 inhibition	-	0.6364	63.64%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.5775	57.75%
CYP2C8 inhibition	-	0.6402	64.02%
CYP inhibitory promiscuity	-	0.9250	92.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5251	52.51%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9580	95.80%
Skin irritation	+	0.5495	54.95%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5566	55.66%
skin sensitisation	-	0.6582	65.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5881	58.81%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	-	0.4810	48.10%
Androgen receptor binding	+	0.6049	60.49%
Thyroid receptor binding	+	0.6976	69.76%
Glucocorticoid receptor binding	+	0.6163	61.63%
Aromatase binding	-	0.5210	52.10%
PPAR gamma	-	0.5132	51.32%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9543	95.43%

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	94.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.15%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.81%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.83%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	84.38%	89.63%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.39%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.48%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.12%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.07%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10757924
• LOTUS: LTS0066202
• wikiData: Q105166560