(1S,4R,5R,8S,9S,10R,11S,12S)-4,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylic acid

Details

• Internal ID: 7f3886ff-7f60-4db8-abeb-d907bdccbb89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,4R,5R,8S,9S,10R,11S,12S)-4,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylic acid
• SMILES (Canonical): CC12C(CCC3(C1C(C45C3=CC(C(C4)C(=C)C5)O)C(=O)O)OC2=O)O
• SMILES (Isomeric): C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H]([C@]45C3=C[C@H]([C@H](C4)C(=C)C5)O)C(=O)O)OC2=O)O
• InChI: InChI=1S/C19H22O6/c1-8-6-18-7-9(8)10(20)5-11(18)19-4-3-12(21)17(2,16(24)25-19)14(19)13(18)15(22)23/h5,9-10,12-14,20-21H,1,3-4,6-7H2,2H3,(H,22,23)/t9-,10-,12+,13-,14-,17-,18+,19-/m1/s1
• InChI Key: XJWKDMIRNBQMEZ-XTBHZIOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.6383	63.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7893	78.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	-	0.9323	93.23%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.7732	77.32%
CYP3A4 substrate	+	0.6914	69.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.8014	80.14%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.7188	71.88%
CYP2C8 inhibition	-	0.6250	62.50%
CYP inhibitory promiscuity	-	0.9560	95.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4489	44.89%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9434	94.34%
Skin irritation	+	0.5272	52.72%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7560	75.60%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5563	55.63%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7295	72.95%
Acute Oral Toxicity (c)	IV	0.4715	47.15%
Estrogen receptor binding	+	0.7520	75.20%
Androgen receptor binding	+	0.6560	65.60%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.6949	69.49%
Aromatase binding	+	0.6598	65.98%
PPAR gamma	-	0.5857	58.57%
Honey bee toxicity	-	0.7692	76.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	94.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.97%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.46%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189444
• LOTUS: LTS0178903
• wikiData: Q105329273