Ursolic aldehyde

Details

• Internal ID: 231366e3-3db7-4ff8-b2c2-49dc2122b0f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carbaldehyde
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C=O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C=O
• InChI: InChI=1S/C30H48O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,18-20,22-25,32H,9-17H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1
• InChI Key: VLFUANNVMXKBPF-ZAPOICBTSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 19132-81-1
• URSOLALDEHYDE
• CHEMBL465571
• SCHEMBL22273476
• HY-N8896
• AKOS040762470
• CS-0149317

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5619	56.19%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9783	97.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.9091	90.91%
P-glycoprotein inhibitior	-	0.7576	75.76%
P-glycoprotein substrate	-	0.8275	82.75%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7083	70.83%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.6209	62.09%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.6069	60.69%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9588	95.88%
Skin irritation	+	0.6366	63.66%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.7523	75.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7335	73.35%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	+	0.5901	59.01%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7399	73.99%
Acute Oral Toxicity (c)	III	0.8694	86.94%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.7277	72.77%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.8590	85.90%
Aromatase binding	+	0.6780	67.80%
PPAR gamma	+	0.5531	55.31%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.79%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.03%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	85.99%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.62%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL2916	O14746	Telomerase reverse transcriptase	81.09%	90.00%

Plants that contains it

• Aconitum brevicalcaratum
• Albertisia papuana
• Ammodendron conollyi
• Artemisia biennis
• Astragalus asper
• Aulacomnium androgynum
• Campsis grandiflora
• Campsis radicans
• Cirsium dipsacolepis
• Cocculus diversifolius
• Cosmos pringlei
• Crinum kirkii
• Cydonia oblonga
• Cytisus scoparius
• Dahlstedtia araripensis
• Daphnopsis macrophylla
• Derris trifoliata
• Dioscorea althaeoides
• Dracocephalum forrestii
• Drimia maritima
• Erythrina sacleuxii
• Eucalyptus cladocalyx
• Euptelea polyandra
• Ficus salicifolia
• Gardneria nutans
• Glycyrrhiza lepidota
• Heliomeris longifolia var. annua
• Hippophae rhamnoides
• Hypericum triquetrifolium
• Incarvillea diffusa
• Isodon japonicus
• Knightia deplanchei
• Lafoensia glyptocarpa
• Lonchocarpus parviflorus
• Magnolia sprengeri
• Mallotus rhamnifolius
• Malva sylvestris
• Melaleuca ericifolia
• Melaleuca leucadendra
• Mesembryanthemum emarcidum
• Nerium oleander
• Osteophloeum platyspermum
• Plantago lanceolata
• Ptilidium ciliare
• Scutellaria seleriana
• Shorea robusta
• Solanum pimpinellifolium
• Taraxacum bicorne
• Teucrium pestalozzae
• Trichotosia subsessilis
• Trifolium apertum
• Tripodanthus acutifolius
• Valeriana fedtschenkoi
• Veronica pectinata
• Vitis vinifera

Cross-Links

• PubChem: 14423521
• NPASS: NPC95594
• ChEMBL: CHEMBL465571
• LOTUS: LTS0083213
• wikiData: Q76423804