[(2S)-2-[3-[(6R)-3-methoxy-2-propan-2-yl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-yl]propyl]oxiran-2-yl]methanol

Details

• Internal ID: c5f84a58-cb83-4a58-89c8-0e28ee7eef49
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: [(2S)-2-[3-[(6R)-3-methoxy-2-propan-2-yl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-yl]propyl]oxiran-2-yl]methanol
• SMILES (Canonical): CC(C)C1=C(C=C2CC(CCCC2=C1)CCCC3(CO3)CO)OC
• SMILES (Isomeric): CC(C)C1=C(C=C2C[C@H](CCCC2=C1)CCC[C@@]3(CO3)CO)OC
• InChI: InChI=1S/C21H32O3/c1-15(2)19-11-17-8-4-6-16(10-18(17)12-20(19)23-3)7-5-9-21(13-22)14-24-21/h11-12,15-16,22H,4-10,13-14H2,1-3H3/t16-,21+/m1/s1
• InChI Key: GXBBGUURQXDBGS-IERDGZPVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 42.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	+	0.7237	72.37%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8035	80.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6625	66.25%
P-glycoprotein inhibitior	-	0.6596	65.96%
P-glycoprotein substrate	+	0.6391	63.91%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	+	0.3954	39.54%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.5800	58.00%
CYP2C19 inhibition	+	0.5383	53.83%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.6418	64.18%
CYP2C8 inhibition	+	0.5549	55.49%
CYP inhibitory promiscuity	-	0.8597	85.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9583	95.83%
Skin irritation	-	0.7769	77.69%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8471	84.71%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.7322	73.22%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.5701	57.01%
Estrogen receptor binding	+	0.8631	86.31%
Androgen receptor binding	-	0.5874	58.74%
Thyroid receptor binding	+	0.7998	79.98%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	-	0.5129	51.29%
PPAR gamma	+	0.5584	55.84%
Honey bee toxicity	-	0.8215	82.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6704	67.04%
Fish aquatic toxicity	-	0.4060	40.60%

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	99.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.38%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.60%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.11%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.64%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.67%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.29%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.84%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	86.81%	93.18%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.29%	99.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.94%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.94%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.76%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.03%	97.14%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.01%	91.65%
CHEMBL237	P41145	Kappa opioid receptor	80.33%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.30%	98.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.07%	97.50%

Plants that contains it

• Chamaecyparis formosensis

Cross-Links

• PubChem: 163008143
• LOTUS: LTS0157005
• wikiData: Q105022952