(1S,3R,4S,8R,9R,10R,11S)-9,10,11-trihydroxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.01,3.04,8]tridecan-13-one

Details

• Internal ID: 278db0af-e9c5-4949-a723-2707d4668993
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,3R,4S,8R,9R,10R,11S)-9,10,11-trihydroxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.01,3.04,8]tridecan-13-one
• InChI: InChI=1S/C15H22O5/c1-12(2)4-7-8(5-12)13(3)6-14(13)10(17)20-11(18)15(14,19)9(7)16/h7-9,11,16,18-19H,4-6H2,1-3H3/t7-,8+,9-,11+,13-,14+,15-/m1/s1
• InChI Key: NZJYWUVZSDQKBT-QZMVDRFNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8924	89.24%
Caco-2	-	0.6350	63.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7593	75.93%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	+	0.5708	57.08%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.5784	57.84%
CYP2C9 inhibition	-	0.7555	75.55%
CYP2C19 inhibition	-	0.7329	73.29%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.6547	65.47%
CYP2C8 inhibition	-	0.9061	90.61%
CYP inhibitory promiscuity	-	0.9231	92.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.6309	63.09%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6724	67.24%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7826	78.26%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7535	75.35%
Acute Oral Toxicity (c)	III	0.4125	41.25%
Estrogen receptor binding	+	0.6078	60.78%
Androgen receptor binding	+	0.7075	70.75%
Thyroid receptor binding	-	0.4932	49.32%
Glucocorticoid receptor binding	-	0.4809	48.09%
Aromatase binding	+	0.5402	54.02%
PPAR gamma	-	0.6224	62.24%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	93.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.12%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.05%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.70%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.83%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162850079
• LOTUS: LTS0041492
• wikiData: Q105188147