(2R,4S,6R,12R)-4,15,16,16-tetramethyl-9-methylidene-5-oxatricyclo[10.3.1.04,6]hexadec-1(15)-en-2-ol

Details

• Internal ID: ced0e7be-6e63-43be-89e2-24e1146e0044
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (2R,4S,6R,12R)-4,15,16,16-tetramethyl-9-methylidene-5-oxatricyclo[10.3.1.04,6]hexadec-1(15)-en-2-ol
• SMILES (Canonical): CC1=C2C(CC3(C(O3)CCC(=C)CCC(C2(C)C)CC1)C)O
• SMILES (Isomeric): CC1=C2[C@@H](C[C@]3([C@H](O3)CCC(=C)CC[C@@H](C2(C)C)CC1)C)O
• InChI: InChI=1S/C20H32O2/c1-13-6-9-15-10-8-14(2)18(19(15,3)4)16(21)12-20(5)17(22-20)11-7-13/h15-17,21H,1,6-12H2,2-5H3/t15-,16-,17-,20+/m1/s1
• InChI Key: MIWIEPRKDYJOAK-VIPLHTEESA-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: 3.60
• 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	+	0.9923	99.23%
Caco-2	+	0.8082	80.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4969	49.69%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6459	64.59%
P-glycoprotein inhibitior	-	0.7628	76.28%
P-glycoprotein substrate	-	0.8067	80.67%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.7462	74.62%
CYP3A4 inhibition	-	0.8076	80.76%
CYP2C9 inhibition	-	0.5889	58.89%
CYP2C19 inhibition	+	0.5234	52.34%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	+	0.5358	53.58%
CYP2C8 inhibition	-	0.7642	76.42%
CYP inhibitory promiscuity	-	0.8988	89.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5856	58.56%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.6692	66.92%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4903	49.03%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5053	50.53%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5598	55.98%
Acute Oral Toxicity (c)	III	0.7704	77.04%
Estrogen receptor binding	+	0.6770	67.70%
Androgen receptor binding	-	0.5632	56.32%
Thyroid receptor binding	+	0.6801	68.01%
Glucocorticoid receptor binding	+	0.7197	71.97%
Aromatase binding	+	0.5988	59.88%
PPAR gamma	-	0.6371	63.71%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9233	92.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL1871	P10275	Androgen Receptor	87.65%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.15%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	82.80%	89.63%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.08%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24764028
• NPASS: NPC160232