(1R,7R,9R,10S,12R)-1-hydroxy-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one

Details

• Internal ID: f0912082-0f41-4c53-b1ef-90fb8cf8c48e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1R,7R,9R,10S,12R)-1-hydroxy-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one
• SMILES (Canonical): CC1=C2CC3(C(=C)C4CC4C3(CC2OC1=O)C)O
• SMILES (Isomeric): CC1=C2C[C@]3(C(=C)[C@@H]4C[C@@H]4[C@]3(C[C@H]2OC1=O)C)O
• InChI: InChI=1S/C15H18O3/c1-7-10-5-15(17)8(2)9-4-11(9)14(15,3)6-12(10)18-13(7)16/h9,11-12,17H,2,4-6H2,1,3H3/t9-,11-,12+,14+,15+/m0/s1
• InChI Key: KYPVAEYWYXRXRQ-PRHQYYMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5807	58.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8982	89.82%
P-glycoprotein inhibitior	-	0.9238	92.38%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	+	0.5758	57.58%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.7135	71.35%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.7093	70.93%
CYP2C8 inhibition	-	0.7745	77.45%
CYP inhibitory promiscuity	-	0.8362	83.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4861	48.61%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8179	81.79%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5825	58.25%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6516	65.16%
Acute Oral Toxicity (c)	III	0.5182	51.82%
Estrogen receptor binding	+	0.6322	63.22%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	-	0.4943	49.43%
Glucocorticoid receptor binding	+	0.6551	65.51%
Aromatase binding	+	0.5891	58.91%
PPAR gamma	-	0.5055	50.55%
Honey bee toxicity	-	0.8266	82.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	94.75%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.31%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.43%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.44%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.53%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.45%	97.14%

Plants that contains it

• Sarcandra glabra

Cross-Links

• PubChem: 163013141
• LOTUS: LTS0128460
• wikiData: Q105147842