Connatusin A

Details

• Internal ID: 53f3a241-a803-4212-8d20-b5a0701bd473
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (3aR,3bR,4R,6aR,7aS)-2,4,7a-trihydroxy-3,3a,5,5-tetramethyl-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalen-1-one
• InChI: InChI=1S/C15H22O4/c1-7-10(16)12(18)15(19)6-8-5-13(2,3)11(17)9(8)14(7,15)4/h8-9,11,16-17,19H,5-6H2,1-4H3/t8-,9+,11-,14+,15-/m1/s1
• InChI Key: BDEAXAAAVNORJQ-PZYGVSLXSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (3aR,3bR,4R,6aR,7aS)-2,4,7a-trihydroxy-3,3a,5,5-tetramethyl-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalen-1-one
• (3aR,3bR,4R,6aR,7aS)-2,4,7a-trihydroxy-3,3a,5,5-tetramethyl-4,6,6a,7-tetrahydro-3bH-cyclopenta(a)pentalen-1-one
• RefChem:127770
• 871331-93-0
• CHEMBL501677
• CHEBI:211154

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.5915	59.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4946	49.46%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8195	81.95%
P-glycoprotein inhibitior	-	0.9611	96.11%
P-glycoprotein substrate	-	0.8643	86.43%
CYP3A4 substrate	+	0.5446	54.46%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.7661	76.61%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.7826	78.26%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.7640	76.40%
CYP2C8 inhibition	-	0.9339	93.39%
CYP inhibitory promiscuity	-	0.8615	86.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.6589	65.89%
Skin irritation	+	0.5306	53.06%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7052	70.52%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5463	54.63%
skin sensitisation	-	0.5974	59.74%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7198	71.98%
Acute Oral Toxicity (c)	I	0.3374	33.74%
Estrogen receptor binding	+	0.5673	56.73%
Androgen receptor binding	+	0.5491	54.91%
Thyroid receptor binding	+	0.6937	69.37%
Glucocorticoid receptor binding	+	0.6177	61.77%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	-	0.6957	69.57%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8926	89.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.08%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	89.33%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.49%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.78%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.95%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.95%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11666160
• LOTUS: LTS0057731
• wikiData: Q77492948