Kanshone I

Details

• Internal ID: 2933ae4b-fdc3-44d0-bb2c-b036ef839b36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
• IUPAC Name: (1aR,3aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-3,3a,5,6,7,7b-hexahydro-1aH-cyclopropa[a]naphthalene-2,4-dione
• SMILES (Canonical): CC1CCC(=O)C2C1(C3C(C3(C)C)C(=O)C2)C
• SMILES (Isomeric): C[C@@H]1CCC(=O)[C@H]2[C@]1([C@H]3[C@H](C3(C)C)C(=O)C2)C
• InChI: InChI=1S/C15H22O2/c1-8-5-6-10(16)9-7-11(17)12-13(14(12,2)3)15(8,9)4/h8-9,12-13H,5-7H2,1-4H3/t8-,9+,12-,13+,15+/m1/s1
• InChI Key: OAZXHCVVSKAMMX-UODPKLMKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8413	84.13%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7260	72.60%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9409	94.09%
P-glycoprotein inhibitior	-	0.8144	81.44%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	0.7483	74.83%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.7510	75.10%
CYP2C19 inhibition	-	0.7817	78.17%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.7910	79.10%
CYP2C8 inhibition	-	0.9459	94.59%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6444	64.44%
Eye corrosion	-	0.9622	96.22%
Eye irritation	-	0.7107	71.07%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.7892	78.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.5266	52.66%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	+	0.6478	64.78%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5412	54.12%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	+	0.7272	72.72%
Androgen receptor binding	-	0.5063	50.63%
Thyroid receptor binding	-	0.6310	63.10%
Glucocorticoid receptor binding	-	0.5671	56.71%
Aromatase binding	-	0.7819	78.19%
PPAR gamma	-	0.6984	69.84%
Honey bee toxicity	-	0.8673	86.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9752	97.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.29%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.60%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.20%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	82.62%	92.97%

Plants that contains it

• Humulus scandens
• Kopsia flavida
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 102496247
• NPASS: NPC299174