Spinosic acid B, dimethyl ester, acetate

Details

• Internal ID: 3405d1a8-f8a9-424a-b06a-6384dda4ae07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: dimethyl 10-acetyloxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylate
• InChI: InChI=1S/C34H52O6/c1-20-12-17-33(28(36)38-8)18-19-34(29(37)39-9)23(27(33)21(20)2)10-11-25-31(6)15-14-26(40-22(3)35)30(4,5)24(31)13-16-32(25,34)7/h10,20-21,24-27H,11-19H2,1-9H3
• InChI Key: KYJQFQFOEOMJTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₆
• Molecular Weight: 556.80 g/mol
• Exact Mass: 556.37638937 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.90
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• KYJQFQFOEOMJTE-UHFFFAOYSA-N
• Dimethyl 3-(acetyloxy)urs-12-ene-27,28-dioate #
• Urs-12-ene-27,28-dioic acid, 3.beta.-hydroxy-, dimethyl ester, acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.6552	65.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8614	86.14%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.7619	76.19%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9525	95.25%
P-glycoprotein inhibitior	+	0.7886	78.86%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.7017	70.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.6252	62.52%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6531	65.31%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.6284	62.84%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7126	71.26%
Acute Oral Toxicity (c)	III	0.8325	83.25%
Estrogen receptor binding	+	0.7328	73.28%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.8306	83.06%
Aromatase binding	+	0.7661	76.61%
PPAR gamma	+	0.6849	68.49%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.44%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.75%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.60%	91.19%
CHEMBL5028	O14672	ADAM10	83.24%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.25%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.68%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.51%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.89%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%

Plants that contains it

• Guettarda angelica

Cross-Links

• PubChem: 605534
• LOTUS: LTS0063281
• wikiData: Q105147745