(1R,3S,6R,9S,14R,15S,18R)-6,10,10,14,15,18,21,21-octamethyl-2-oxahexacyclo[13.8.0.01,3.05,14.06,11.018,23]tricosan-9-ol

Details

• Internal ID: f46ae04d-0cdd-4916-8f78-82a5c1bb71b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3S,6R,9S,14R,15S,18R)-6,10,10,14,15,18,21,21-octamethyl-2-oxahexacyclo[13.8.0.01,3.05,14.06,11.018,23]tricosan-9-ol
• SMILES (Canonical): CC1(CCC2(CCC3(C4(CCC5C(C(CCC5(C4CC6C3(C2C1)O6)C)O)(C)C)C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@]3([C@@]4(CCC5[C@@](C4C[C@H]6[C@]3(C1CC(CC2)(C)C)O6)(CC[C@@H](C5(C)C)O)C)C)C
• InChI: InChI=1S/C30H50O2/c1-24(2)13-14-26(5)15-16-29(8)28(7)12-9-19-25(3,4)22(31)10-11-27(19,6)20(28)17-23-30(29,32-23)21(26)18-24/h19-23,31H,9-18H2,1-8H3/t19?,20?,21?,22-,23-,26+,27-,28+,29-,30-/m0/s1
• InChI Key: FEICVHTUVUPNSC-UDRZHNQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.38
• 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	+	0.9933	99.33%
Caco-2	-	0.5348	53.48%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4881	48.81%
OATP2B1 inhibitior	-	0.5853	58.53%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4755	47.55%
P-glycoprotein inhibitior	-	0.7275	72.75%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.6928	69.28%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.7081	70.81%
CYP3A4 inhibition	-	0.7774	77.74%
CYP2C9 inhibition	-	0.5396	53.96%
CYP2C19 inhibition	-	0.5606	56.06%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.5140	51.40%
CYP2C8 inhibition	-	0.6090	60.90%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.8412	84.12%
Skin irritation	-	0.5628	56.28%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4357	43.57%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5924	59.24%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5282	52.82%
Acute Oral Toxicity (c)	III	0.7351	73.51%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.6736	67.36%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7753	77.53%
Aromatase binding	+	0.7153	71.53%
PPAR gamma	+	0.5661	56.61%
Honey bee toxicity	-	0.7443	74.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8944	89.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.52%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.58%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.53%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.18%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.12%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.39%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.32%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	89.22%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	88.00%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.50%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL204	P00734	Thrombin	84.98%	96.01%
CHEMBL4302	P08183	P-glycoprotein 1	84.86%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.51%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.07%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.37%	95.50%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.71%	91.38%
CHEMBL237	P41145	Kappa opioid receptor	81.13%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.71%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.06%	92.62%

Plants that contains it

• Esenbeckia grandiflora

Cross-Links

• PubChem: 162966179
• LOTUS: LTS0262181
• wikiData: Q104993979