Daedaleanic acid B

Details

• Internal ID: b548d57f-feae-4518-9f67-ab2313749292
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R)-2-[(3R,5R,10S,13R,14R,16R,17R)-3,16-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-oxoheptanoic acid
• SMILES (Canonical): CC(C)C(=O)CCC(C1C(CC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=O)O
• SMILES (Isomeric): CC(C)C(=O)CC[C@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)C)O)C(=O)O
• InChI: InChI=1S/C30H48O5/c1-17(2)21(31)10-8-18(26(34)35)25-22(32)16-30(7)20-9-11-23-27(3,4)24(33)13-14-28(23,5)19(20)12-15-29(25,30)6/h17-18,22-25,32-33H,8-16H2,1-7H3,(H,34,35)/t18-,22-,23+,24-,25+,28-,29-,30+/m1/s1
• InChI Key: IDFNQSYCBZBJRE-SHUBQVNDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8772	87.72%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8241	82.41%
OATP1B3 inhibitior	-	0.3579	35.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6032	60.32%
BSEP inhibitior	+	0.8481	84.81%
P-glycoprotein inhibitior	-	0.5485	54.85%
P-glycoprotein substrate	-	0.7652	76.52%
CYP3A4 substrate	+	0.6583	65.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8336	83.36%
CYP2C9 inhibition	-	0.9379	93.79%
CYP2C19 inhibition	-	0.9621	96.21%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	-	0.9570	95.70%
CYP2C8 inhibition	-	0.6508	65.08%
CYP inhibitory promiscuity	-	0.8844	88.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9957	99.57%
Eye irritation	-	0.9350	93.50%
Skin irritation	+	0.7169	71.69%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.7715	77.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6383	63.83%
skin sensitisation	-	0.6491	64.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8457	84.57%
Acute Oral Toxicity (c)	III	0.6954	69.54%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6145	61.45%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.7095	70.95%
PPAR gamma	+	0.5611	56.11%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.19%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.51%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.29%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.97%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.15%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.01%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11465951
• LOTUS: LTS0078200
• wikiData: Q77368723