Uncargenin C

Details

• Internal ID: 8e70bc8a-c9f0-4f7c-9f4e-e2a1909f2d6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aS,6bR,8R,8aR,9R,10S,12aR,14bS)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CC(C5C4(CCC(C5(C)CO)O)C)O)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1[C@@H](C[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)O)(C)CO)O
• InChI: InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-21-26(3)10-9-22(33)27(4,17-31)23(26)20(32)16-29(21,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22-,23+,26+,27+,28+,29+,30-/m0/s1
• InChI Key: XRRLUGUSXUFEDF-NJMQRACMSA-N
• Popularity: 2 references 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): 98.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 3beta,6beta,23-trihydroxyolean-12-en-28-oic acid
• CHEMBL1910839
• AKOS032961622
• 3beta,6beta,23-Trihydroxyoleana-12-ene-28-oic acid
• Q27137708

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.5808	58.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8419	84.19%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5542	55.42%
BSEP inhibitior	+	0.8781	87.81%
P-glycoprotein inhibitior	-	0.8181	81.81%
P-glycoprotein substrate	-	0.7143	71.43%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8926	89.26%
CYP2C8 inhibition	-	0.6380	63.80%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.5182	51.82%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4387	43.87%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8085	80.85%
skin sensitisation	-	0.8274	82.74%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6308	63.08%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.5369	53.69%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	+	0.6938	69.38%
PPAR gamma	+	0.5662	56.62%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.38%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.67%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.82%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Achillea clypeolata
• Athanasia crithmifolia
• Berberis julianae
• Bridelia ferruginea
• Bystropogon origanifolius
• Cardamine heptaphylla
• Centella asiatica
• Cerbera odollam
• Cneorum pulverulentum
• Codonocarpus attenuatus
• Crateva magna
• Diospyros verrucosa
• Euonymus nanoides
• Jacobaea subalpina
• Kalopanax septemlobus
• Nepeta multifida
• Pleogyne australis
• Polygala amara
• Pyrola decorata
• Quercus serrata
• Rubus allegheniensis
• Salvia abrotanoides
• Stephania sutchuenensis
• Swertia japonica
• Tetraneuris acaulis
• Unonopsis glaucopetala
• Zieria smithii

Cross-Links

• PubChem: 57397367
• NPASS: NPC130278
• ChEMBL: CHEMBL1910839
• LOTUS: LTS0254345
• wikiData: Q27137708