(1S,3S,6R,7S,8S,11S)-7-hydroxy-5-(hydroxymethyl)-3-methoxy-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one

Details

• Internal ID: 405bb9ff-05d6-4012-8b9a-85a895501be2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3S,6R,7S,8S,11S)-7-hydroxy-5-(hydroxymethyl)-3-methoxy-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one
• InChI: InChI=1S/C16H24O5/c1-7(2)10-11-12-9(20-4)5-8(6-17)16(12,3)14(18)13(10)21-15(11)19/h5,7,9-14,17-18H,6H2,1-4H3/t9-,10-,11-,12?,13-,14+,16-/m0/s1
• InChI Key: VVDXSHUFKXYFIE-XOEZDKANSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.6481	64.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7050	70.50%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9153	91.53%
P-glycoprotein inhibitior	-	0.8232	82.32%
P-glycoprotein substrate	-	0.6922	69.22%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.7826	78.26%
CYP2C9 inhibition	-	0.7422	74.22%
CYP2C19 inhibition	-	0.7388	73.88%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	-	0.6119	61.19%
CYP2C8 inhibition	-	0.9096	90.96%
CYP inhibitory promiscuity	+	0.5289	52.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9517	95.17%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.9420	94.20%
Skin irritation	-	0.6869	68.69%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7044	70.44%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5236	52.36%
skin sensitisation	-	0.7662	76.62%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.5459	54.59%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	-	0.5829	58.29%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	-	0.6388	63.88%
PPAR gamma	-	0.5865	58.65%
Honey bee toxicity	-	0.7173	71.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8922	89.22%

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	95.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.71%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.24%	90.08%

Plants that contains it

• Dendrobium nobile

Cross-Links

• PubChem: 101063871
• LOTUS: LTS0026481
• wikiData: Q105297612