Herbasolide

Details

• Internal ID: 5f52c221-8126-4f8a-90ca-5e9d5e9c9f61
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5S,8R)-9,9-dimethyl-8-(3-oxobutyl)-2-oxaspiro[4.4]nonane-1,7-dione
• SMILES (Canonical): CC(=O)CCC1C(=O)CC2(C1(C)C)CCOC2=O
• SMILES (Isomeric): CC(=O)CC[C@H]1C(=O)C[C@]2(C1(C)C)CCOC2=O
• InChI: InChI=1S/C14H20O4/c1-9(15)4-5-10-11(16)8-14(13(10,2)3)6-7-18-12(14)17/h10H,4-8H2,1-3H3/t10-,14+/m0/s1
• InChI Key: SMSUDEVOFTXETG-IINYFYTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.6686	66.86%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7474	74.74%
P-glycoprotein inhibitior	-	0.9359	93.59%
P-glycoprotein substrate	-	0.8402	84.02%
CYP3A4 substrate	+	0.5238	52.38%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.9104	91.04%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9148	91.48%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6924	69.24%
Eye corrosion	-	0.9518	95.18%
Eye irritation	-	0.6520	65.20%
Skin irritation	-	0.6815	68.15%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5111	51.11%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6342	63.42%
skin sensitisation	-	0.8086	80.86%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7654	76.54%
Acute Oral Toxicity (c)	III	0.7411	74.11%
Estrogen receptor binding	-	0.6435	64.35%
Androgen receptor binding	+	0.6011	60.11%
Thyroid receptor binding	-	0.7197	71.97%
Glucocorticoid receptor binding	-	0.7275	72.75%
Aromatase binding	-	0.8279	82.79%
PPAR gamma	-	0.8340	83.40%
Honey bee toxicity	-	0.8758	87.58%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9625	96.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.42%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.28%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.44%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.92%	95.56%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 100947293
• NPASS: NPC108091