(1S,2S,4R,6S,8R,13R)-2,6,13-trimethyl-10-propan-2-ylidene-7,16,17-trioxatetracyclo[11.2.1.11,4.06,8]heptadecan-9-one

Details

• Internal ID: a0c44a26-62c3-4196-b734-0043038febef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,4R,6S,8R,13R)-2,6,13-trimethyl-10-propan-2-ylidene-7,16,17-trioxatetracyclo[11.2.1.11,4.06,8]heptadecan-9-one
• SMILES (Canonical): CC1CC2CC3(C(O3)C(=O)C(=C(C)C)CCC4(CCC1(O2)O4)C)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2C[C@]3([C@@H](O3)C(=O)C(=C(C)C)CC[C@@]4(CC[C@]1(O2)O4)C)C
• InChI: InChI=1S/C20H30O4/c1-12(2)15-6-7-18(4)8-9-20(24-18)13(3)10-14(22-20)11-19(5)17(23-19)16(15)21/h13-14,17H,6-11H2,1-5H3/t13-,14+,17-,18+,19-,20-/m0/s1
• InChI Key: AWKFFPXZWYNPMR-SQJYZKEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.7528	75.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6362	63.62%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5915	59.15%
P-glycoprotein inhibitior	-	0.6061	60.61%
P-glycoprotein substrate	-	0.7093	70.93%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8266	82.66%
CYP2C9 inhibition	-	0.8440	84.40%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	+	0.7033	70.33%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	-	0.9355	93.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5181	51.81%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8353	83.53%
Skin irritation	+	0.4908	49.08%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5118	51.18%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.6712	67.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6434	64.34%
Acute Oral Toxicity (c)	III	0.5030	50.30%
Estrogen receptor binding	+	0.8343	83.43%
Androgen receptor binding	+	0.5803	58.03%
Thyroid receptor binding	+	0.6715	67.15%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.6589	65.89%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.31%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.06%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.96%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.95%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.63%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.58%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.33%	96.61%

Plants that contains it

• Plicanthus hirtellus

Cross-Links

• PubChem: 76335690
• LOTUS: LTS0159035
• wikiData: Q104920085