Sundiversifolide

Details

• Internal ID: 99d83069-dc54-45d0-84e3-2557a7c3a206
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3S,3aR,7S,8aR)-6-(3-hydroxypropyl)-3,7-dimethyl-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one
• SMILES (Canonical): CC1CC2C(CC=C1CCCO)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@H](CC=C1CCCO)[C@@H](C(=O)O2)C
• InChI: InChI=1S/C14H22O3/c1-9-8-13-12(10(2)14(16)17-13)6-5-11(9)4-3-7-15/h5,9-10,12-13,15H,3-4,6-8H2,1-2H3/t9-,10-,12+,13+/m0/s1
• InChI Key: OXNJNKIMPIRBQC-YRRQLQLVSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:184491
• LMPR0103390002
• (3S,3aR,7S,8aR)-6-(3-hydroxypropyl)-3,7-dimethyl-3,3a,4,7,8,8a-hexahydrocyclohepta[b]uran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.9301	93.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6476	64.76%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.9451	94.51%
P-glycoprotein substrate	-	0.6873	68.73%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.6595	65.95%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.8812	88.12%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.6109	61.09%
CYP2C8 inhibition	-	0.8961	89.61%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6804	68.04%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.6233	62.33%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6962	69.62%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7428	74.28%
skin sensitisation	-	0.7513	75.13%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5709	57.09%
Acute Oral Toxicity (c)	III	0.4680	46.80%
Estrogen receptor binding	-	0.5838	58.38%
Androgen receptor binding	-	0.5444	54.44%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	-	0.7761	77.61%
PPAR gamma	-	0.7279	72.79%
Honey bee toxicity	-	0.9286	92.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9322	93.22%

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	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.73%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.09%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.98%	95.56%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 42608154
• LOTUS: LTS0094361
• wikiData: Q105202799