Serratenediol diacetate

Details

• Internal ID: d04c4fea-6653-4fc6-8f04-b253ed47397c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (19-acetyloxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl) acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C3CCC4C(=CCC5C4(CCC(C5(C)C)OC(=O)C)C)CC3(CCC2C1(C)C)C)C
• SMILES (Isomeric): CC(=O)OC1CCC2(C3CCC4C(=CCC5C4(CCC(C5(C)C)OC(=O)C)C)CC3(CCC2C1(C)C)C)C
• InChI: InChI=1S/C34H54O4/c1-21(35)37-28-15-18-33(8)24-11-13-27-32(7,20-23(24)10-12-25(33)30(28,3)4)17-14-26-31(5,6)29(38-22(2)36)16-19-34(26,27)9/h10,24-29H,11-20H2,1-9H3
• InChI Key: BTPGAEAWTQOUIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₄
• Molecular Weight: 526.80 g/mol
• Exact Mass: 526.40221020 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 8.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 27832-84-4
• BTPGAEAWTQOUIO-UHFFFAOYSA-N
• 3Beta,21alpha-diacetoxy-18,22,22-trimethyl-17,27,29,30-tetranor-c-homoolean-14-ene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.6998	69.98%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8406	84.06%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.8613	86.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6884	68.84%
P-glycoprotein inhibitior	+	0.7559	75.59%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7796	77.96%
CYP2C9 inhibition	-	0.7451	74.51%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	-	0.6417	64.17%
CYP inhibitory promiscuity	-	0.9115	91.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9011	90.11%
Skin irritation	+	0.4892	48.92%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7562	75.62%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.5661	56.61%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.8589	85.89%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.6254	62.54%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7506	75.06%
Aromatase binding	+	0.6676	66.76%
PPAR gamma	+	0.6647	66.47%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.26%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.88%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.54%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.36%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.76%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.15%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.46%	98.95%

Plants that contains it

• Huperzia lucidula

Cross-Links

• PubChem: 540287
• LOTUS: LTS0053320
• wikiData: Q104945785