15,16-Secodammar-24-en-16-oic acid, 3-[[6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-15,20-epoxy-15-(beta-D-glucopyranosyloxy)-22-hydroxy-, gamma-lactone, (3beta,15R,22R)-

Details

• Internal ID: 3e16918d-dc5d-43e2-8f41-74c0d590fb35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-enyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,7-dioxapentacyclo[11.8.0.02,10.05,9.014,19]henicosan-8-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6C7C(=O)OC(C7(OC(C6(C5(CCC4C3(C)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)C)CC=C(C)C)C)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6C7C(=O)OC(C7(OC(C6(C5(CCC4C3(C)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)C)CC=C(C)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C48H78O19/c1-20(2)10-13-28-48(9)29(39(59)64-28)22-11-12-26-45(6)16-15-27(65-41-37(57)35(55)32(52)24(63-41)19-60-40-36(56)33(53)30(50)21(3)61-40)44(4,5)25(45)14-17-46(26,7)47(22,8)43(67-48)66-42-38(58)34(54)31(51)23(18-49)62-42/h10,21-38,40-43,49-58H,11-19H2,1-9H3
• InChI Key: JDYBTMHCHWARHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₉
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.51373025 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

• 143672-61-1
• 15,16-Secodammar-24-en-16-oic acid, 3-[[6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-15,20-epoxy-15-(beta-D-glucopyranosyloxy)-22-hydroxy-, gamma-lactone, (3beta,15R,22R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7735	77.35%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.8059	80.59%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8820	88.20%
P-glycoprotein inhibitior	+	0.7595	75.95%
P-glycoprotein substrate	+	0.5153	51.53%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	+	0.6565	65.65%
CYP inhibitory promiscuity	-	0.8879	88.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.5863	58.63%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7738	77.38%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6092	60.92%
Acute Oral Toxicity (c)	III	0.5247	52.47%
Estrogen receptor binding	+	0.7990	79.90%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	-	0.5051	50.51%
Glucocorticoid receptor binding	+	0.7544	75.44%
Aromatase binding	+	0.6676	66.76%
PPAR gamma	+	0.7857	78.57%
Honey bee toxicity	-	0.6113	61.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9673	96.73%

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	97.22%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	95.63%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.02%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL4072	P07858	Cathepsin B	85.93%	93.67%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.84%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.32%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	84.24%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.73%	97.36%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.31%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.22%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.92%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.74%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.64%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.87%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.53%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.44%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.18%	95.50%

Plants that contains it

• Colubrina elliptica

Cross-Links

• PubChem: 73818039
• LOTUS: LTS0232828
• wikiData: Q105125852