Diemenensin B

Details

• Internal ID: b7bec22c-41fb-4c95-9cfa-6a9f450a7a01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3,5-dimethyl-6-[(2Z,4E,6S,8S)-4,6,8-trimethylundeca-2,4-dien-2-yl]pyran-2-one
• SMILES (Canonical): CCCC(C)CC(C)C=C(C)C=C(C)C1=C(C(=C(C(=O)O1)C)O)C
• SMILES (Isomeric): CCC[C@H](C)C[C@H](C)/C=C(\C)/C=C(/C)\C1=C(C(=C(C(=O)O1)C)O)C
• InChI: InChI=1S/C21H32O3/c1-8-9-13(2)10-14(3)11-15(4)12-16(5)20-17(6)19(22)18(7)21(23)24-20/h11-14,22H,8-10H2,1-7H3/b15-11+,16-12-/t13-,14-/m0/s1
• InChI Key: SAHYKMIMGJKBCR-YGFWDGJMSA-N
• Popularity: 0 references 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): 46.50 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• RefChem:133331
• CHEBI:204034
• 4-hydroxy-3,5-dimethyl-6-[(2Z,4E,6S,8S)-4,6,8-trimethylundeca-2,4-dien-2-yl]pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7830	78.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6690	66.90%
P-glycoprotein inhibitior	-	0.6702	67.02%
P-glycoprotein substrate	-	0.6699	66.99%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	+	0.7066	70.66%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.6931	69.31%
CYP2C9 inhibition	-	0.6771	67.71%
CYP2C19 inhibition	+	0.6940	69.40%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.6398	63.98%
CYP2C8 inhibition	-	0.8606	86.06%
CYP inhibitory promiscuity	+	0.5115	51.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5864	58.64%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6425	64.25%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5241	52.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6513	65.13%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.6197	61.97%
Androgen receptor binding	+	0.5613	56.13%
Thyroid receptor binding	+	0.6389	63.89%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.8787	87.87%
Honey bee toxicity	-	0.9124	91.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.73%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.39%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	91.31%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.69%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.78%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.89%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.60%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.16%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.15%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54715960
• LOTUS: LTS0018446
• wikiData: Q77383136