Pyrocincholic acid

Details

• Internal ID: 25699c1d-d735-46d8-a87f-9f5ab78a35c0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (4aS,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3=C(C2C1)CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CCC4=C3CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)(C)C)O
• InChI: InChI=1S/C29H46O3/c1-25(2)15-16-29(24(31)32)14-9-19-18(20(29)17-25)7-8-22-27(19,5)12-10-21-26(3,4)23(30)11-13-28(21,22)6/h20-23,30H,7-17H2,1-6H3,(H,31,32)/t20-,21-,22-,23-,27-,28-,29+/m0/s1
• InChI Key: SKKCWALCJXDUKO-UWIFJTNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.99
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5415	54.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.5826	58.26%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	-	0.8231	82.31%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	-	0.7749	77.49%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.8689	86.89%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5854	58.54%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8092	80.92%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	+	0.6499	64.99%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	+	0.8608	86.08%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.6375	63.75%
Honey bee toxicity	-	0.8573	85.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.95%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.03%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.52%	83.82%

Plants that contains it

• Ageratina tomentella
• Caralluma stalagmifera
• Cephalanthus occidentalis
• Drymaria cordata
• Euthamia graminifolia
• Ficus nervosa
• Isertia haenkeana
• Prosopis cineraria
• Rubus xanthocarpus
• Uncaria hirsuta

Cross-Links

• PubChem: 12314810
• NPASS: NPC14185
• LOTUS: LTS0251417
• wikiData: Q105254875