Kallosin A

Details

• Internal ID: ffb12229-3f10-475e-a998-d3be42e2a551
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2R,3R,9S,10S,11S)-10-hydroxy-11-methyl-2,9-bis(prop-1-en-2-yl)-4,13-dioxatricyclo[9.2.1.13,6]pentadeca-1(14),6(15)-diene-5,12-dione
• SMILES (Canonical): CC(=C)C1CCC2=CC(C(C3=CC(C1O)(C(=O)O3)C)C(=C)C)OC2=O
• SMILES (Isomeric): CC(=C)[C@@H]1CCC2=C[C@H]([C@H](C3=C[C@@]([C@H]1O)(C(=O)O3)C)C(=C)C)OC2=O
• InChI: InChI=1S/C20H24O5/c1-10(2)13-7-6-12-8-14(24-18(12)22)16(11(3)4)15-9-20(5,17(13)21)19(23)25-15/h8-9,13-14,16-17,21H,1,3,6-7H2,2,4-5H3/t13-,14+,16+,17-,20-/m0/s1
• InChI Key: QFEYDWNEIMUBOK-YTRSDULBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (2R,3R,9S,10S,11S)-10-Hydroxy-11-methyl-2,9-bis(prop-1-en-2-yl)-4,13-dioxatricyclo[9.2.1.13,6]pentadeca-1(14),6(15)-diene-5,12-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	-	0.6105	61.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.8215	82.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7592	75.92%
BSEP inhibitior	-	0.8606	86.06%
P-glycoprotein inhibitior	-	0.8073	80.73%
P-glycoprotein substrate	-	0.8112	81.12%
CYP3A4 substrate	+	0.6233	62.33%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8387	83.87%
CYP2C9 inhibition	-	0.7594	75.94%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	+	0.6303	63.03%
CYP2C8 inhibition	-	0.6875	68.75%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Danger	0.4119	41.19%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.9019	90.19%
Skin irritation	+	0.5339	53.39%
Skin corrosion	-	0.7427	74.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4546	45.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.7148	71.48%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.3998	39.98%
Estrogen receptor binding	+	0.6045	60.45%
Androgen receptor binding	+	0.5591	55.91%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	-	0.5320	53.20%
PPAR gamma	+	0.5547	55.47%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9627	96.27%

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	93.15%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.67%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.11%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.97%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%

Plants that contains it

• Cratoxylum cochinchinense
• Trachelospermum jasminoides

Cross-Links

• PubChem: 10980852
• NPASS: NPC11153
• LOTUS: LTS0125580
• wikiData: Q105219507