Machaeroceric acid

Details

• Internal ID: af0c06ef-74cc-438b-a2ea-34048ceb5888
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4aR,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bR)-1,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(C2C1O)CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC([C@H]([C@@H]3[C@H]1CC[C@H]4[C@]2(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)O)(C)C)C(=O)O
• InChI: InChI=1S/C30H50O4/c1-25(2)14-16-30(24(33)34)17-15-28(6)18(22(30)23(25)32)8-9-20-27(5)12-11-21(31)26(3,4)19(27)10-13-29(20,28)7/h18-23,31-32H,8-17H2,1-7H3,(H,33,34)/t18-,19+,20-,21+,22+,23+,27+,28-,29-,30+/m1/s1
• InChI Key: WBFQJRAHTVDUSX-AUWMGWOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.6191	61.91%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8525	85.25%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.5847	58.47%
P-glycoprotein inhibitior	-	0.8382	83.82%
P-glycoprotein substrate	-	0.8952	89.52%
CYP3A4 substrate	+	0.6611	66.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8438	84.38%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.9657	96.57%
CYP2D6 inhibition	-	0.9756	97.56%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.7075	70.75%
CYP inhibitory promiscuity	-	0.9814	98.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7433	74.33%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9261	92.61%
Skin irritation	+	0.6604	66.04%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5457	54.57%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.8084	80.84%
skin sensitisation	-	0.6283	62.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	III	0.8421	84.21%
Estrogen receptor binding	+	0.7570	75.70%
Androgen receptor binding	+	0.7448	74.48%
Thyroid receptor binding	+	0.5753	57.53%
Glucocorticoid receptor binding	+	0.7693	76.93%
Aromatase binding	+	0.6799	67.99%
PPAR gamma	+	0.5654	56.54%
Honey bee toxicity	-	0.8229	82.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.14%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.28%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.24%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.15%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.65%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	81.12%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.82%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.32%	93.00%

Plants that contains it

• Arundo donax
• Stenocereus eruca

Cross-Links

• PubChem: 21604186
• NPASS: NPC114679
• LOTUS: LTS0275888
• wikiData: Q105300702