2S,3R-dihydroxy-carophyllan-[5,8]-6,7-olide

Details

• Internal ID: 2c992210-6a63-4c51-90ca-f7c949ff9fab
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2S,5S,6S,7R,8R,9S)-6,7-dihydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.02,5]dodecan-12-one
• InChI: InChI=1S/C15H24O4/c1-7-9-6-19-13(18)15(9,4)8-5-14(2,3)10(8)12(17)11(7)16/h7-12,16-17H,5-6H2,1-4H3/t7-,8+,9+,10-,11-,12+,15+/m1/s1
• InChI Key: FKLQBGKPYHYGTE-ATNXOXLHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	+	0.6359	63.59%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5804	58.04%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9140	91.40%
P-glycoprotein substrate	-	0.8668	86.68%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	-	0.7830	78.30%
CYP2D6 substrate	-	0.7882	78.82%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.8189	81.89%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.6374	63.74%
CYP2C8 inhibition	-	0.9571	95.71%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9517	95.17%
Carcinogenicity (trinary)	Non-required	0.5867	58.67%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.7475	74.75%
Skin irritation	-	0.6946	69.46%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6342	63.42%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5046	50.46%
skin sensitisation	-	0.7735	77.35%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.5199	51.99%
Estrogen receptor binding	-	0.5159	51.59%
Androgen receptor binding	-	0.5544	55.44%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	-	0.6686	66.86%
Aromatase binding	-	0.7344	73.44%
PPAR gamma	-	0.7506	75.06%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9480	94.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.74%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.29%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.22%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.08%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.63%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.00%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.00%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102047749
• LOTUS: LTS0082017
• wikiData: Q77511484