lycernuic acid D

Details

• Internal ID: 8404eb77-105a-4637-8e82-6ab13567c206
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3S,6R,7R,8S,11R,12S,15R,16S,19R,21R,23S)-1,8,19,23-tetrahydroxy-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-7-carboxylic acid
• SMILES (Canonical): CC1(C(CCC2(C1CC(C3(C2CCC4C(C3)(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)O)O)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5C[C@@H]([C@]4(C2)O)O)(C)C)O)C)(CC[C@@H]([C@]3(C)C(=O)O)O)C
• InChI: InChI=1S/C30H50O6/c1-25(2)20-15-23(33)30(36)16-26(3)12-9-18-27(4,14-11-22(32)29(18,6)24(34)35)17(26)7-8-19(30)28(20,5)13-10-21(25)31/h17-23,31-33,36H,7-16H2,1-6H3,(H,34,35)/t17-,18+,19+,20-,21+,22-,23-,26-,27+,28+,29+,30+/m0/s1
• InChI Key: ORVFBSHSHRRDSR-DEIFGSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₆
• Molecular Weight: 506.70 g/mol
• Exact Mass: 506.36073931 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• CHEMBL451997

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9349	93.49%
Caco-2	-	0.7306	73.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7371	73.71%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	-	0.6240	62.40%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8075	80.75%
CYP2C9 inhibition	-	0.7848	78.48%
CYP2C19 inhibition	-	0.8128	81.28%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.7275	72.75%
CYP2C8 inhibition	-	0.7697	76.97%
CYP inhibitory promiscuity	-	0.9898	98.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7151	71.51%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9241	92.41%
Skin irritation	+	0.5492	54.92%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7374	73.74%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.5649	56.49%
Estrogen receptor binding	+	0.7216	72.16%
Androgen receptor binding	+	0.6294	62.94%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.6681	66.81%
Aromatase binding	+	0.6814	68.14%
PPAR gamma	+	0.5472	54.72%
Honey bee toxicity	-	0.8079	80.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.63%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.07%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.66%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.73%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.41%	93.00%
CHEMBL204	P00734	Thrombin	84.27%	96.01%
CHEMBL237	P41145	Kappa opioid receptor	83.63%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.30%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	83.30%	83.82%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.61%	96.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.32%	95.69%

Plants that contains it

• Lycopodiella cernua

Cross-Links

• PubChem: 11113905
• NPASS: NPC203481
• LOTUS: LTS0035139
• wikiData: Q104400651