(3S,6S,8S,11S,12S,15R,16S,19S,21R)-8,19-dimethoxypentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene

Details

• Internal ID: f749815a-2edb-43ed-9bf1-0761094f9955
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Dialkyl ethers
• IUPAC Name: (3S,6S,8S,11S,12S,15R,16S,19S,21R)-8,19-dimethoxypentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene
• SMILES (Canonical): COC1CCC2C(C1)CCC3C2CCC4C5CCC(CC5CC=C4C3)OC
• SMILES (Isomeric): CO[C@H]1CC[C@H]2[C@H](C1)CC[C@@H]3[C@@H]2CC[C@@H]4[C@H]5CC[C@@H](C[C@H]5CC=C4C3)OC
• InChI: InChI=1S/C25H40O2/c1-26-20-7-9-22-18(14-20)5-3-16-13-17-4-6-19-15-21(27-2)8-10-23(19)25(17)12-11-24(16)22/h3,17-25H,4-15H2,1-2H3/t17-,18+,19-,20-,21-,22-,23-,24-,25-/m0/s1
• InChI Key: SRLQTLATHMPQSG-PSZPQWBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₂
• Molecular Weight: 372.60 g/mol
• Exact Mass: 372.302830514 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6482	64.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5065	50.65%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8054	80.54%
P-glycoprotein inhibitior	-	0.7621	76.21%
P-glycoprotein substrate	-	0.7225	72.25%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3748	37.48%
CYP3A4 inhibition	-	0.8065	80.65%
CYP2C9 inhibition	-	0.8765	87.65%
CYP2C19 inhibition	-	0.6803	68.03%
CYP2D6 inhibition	-	0.8978	89.78%
CYP1A2 inhibition	-	0.6389	63.89%
CYP2C8 inhibition	-	0.6697	66.97%
CYP inhibitory promiscuity	-	0.6863	68.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8663	86.63%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	-	0.9444	94.44%
Eye irritation	-	0.8679	86.79%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7362	73.62%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5461	54.61%
skin sensitisation	+	0.5640	56.40%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5947	59.47%
Acute Oral Toxicity (c)	III	0.7798	77.98%
Estrogen receptor binding	+	0.6035	60.35%
Androgen receptor binding	+	0.6912	69.12%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	-	0.5126	51.26%
Aromatase binding	-	0.5574	55.74%
PPAR gamma	-	0.4888	48.88%
Honey bee toxicity	-	0.7183	71.83%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9182	91.82%

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	95.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.86%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.38%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.96%	91.11%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.44%	94.97%
CHEMBL2996	Q05655	Protein kinase C delta	83.40%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.74%	97.25%
CHEMBL308	P06493	Cyclin-dependent kinase 1	80.70%	91.73%

Plants that contains it

• Pinus taiwanensis

Cross-Links

• PubChem: 163080633
• LOTUS: LTS0048425
• wikiData: Q105259271