Isolushinin A

Details

• Internal ID: d73c5472-ed38-4ffa-a21a-25612c1d684d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,2S,3R,5R,8R,9R,12S,17R)-18,18-dimethyl-4-methylidene-13,15-dioxahexacyclo[10.3.3.12,5.02,8.09,14.09,17]nonadecan-3-ol
• SMILES (Canonical): CC1(C2CCC34C1CC(C56C3CCC(C5)C(=C)C6O)OC4O2)C
• SMILES (Isomeric): CC1([C@@H]2CC[C@@]34[C@@H]1C[C@@H]([C@]56[C@H]3CC[C@H](C5)C(=C)[C@H]6O)OC4O2)C
• InChI: InChI=1S/C20H28O3/c1-10-11-4-5-12-19-7-6-14-18(2,3)13(19)8-15(23-17(19)22-14)20(12,9-11)16(10)21/h11-17,21H,1,4-9H2,2-3H3/t11-,12+,13-,14+,15+,16-,17?,19+,20-/m1/s1
• InChI Key: DBCQMKCVCVQAIR-XHQFNTRHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL1164864

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.5727	57.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6981	69.81%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.8352	83.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7623	76.23%
P-glycoprotein inhibitior	-	0.8316	83.16%
P-glycoprotein substrate	-	0.7341	73.41%
CYP3A4 substrate	+	0.6423	64.23%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7616	76.16%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.8509	85.09%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.7189	71.89%
CYP2C8 inhibition	-	0.5987	59.87%
CYP inhibitory promiscuity	-	0.9076	90.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8134	81.34%
Skin irritation	-	0.6056	60.56%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4263	42.63%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6319	63.19%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6013	60.13%
Acute Oral Toxicity (c)	III	0.4077	40.77%
Estrogen receptor binding	+	0.7427	74.27%
Androgen receptor binding	+	0.5617	56.17%
Thyroid receptor binding	+	0.6773	67.73%
Glucocorticoid receptor binding	+	0.6890	68.90%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.6289	62.89%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9788	97.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.73%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.43%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.95%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.82%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.42%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.00%	95.38%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 46906410
• LOTUS: LTS0265150
• wikiData: Q104974263