(1S,3R,5R,7S,10S,13R,14S)-1,10,13-trihydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadec-11-en-2-one

Details

• Internal ID: b5a0c5b1-1bdb-4d9a-913d-9f4e0945b36d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,3R,5R,7S,10S,13R,14S)-1,10,13-trihydroxy-3,6,6,10,14-pentamethyltricyclo[10.3.0.05,7]pentadec-11-en-2-one
• InChI: InChI=1S/C20H32O4/c1-11-8-14-13(18(14,3)4)6-7-19(5,23)10-15-16(21)12(2)9-20(15,24)17(11)22/h10-14,16,21,23-24H,6-9H2,1-5H3/t11-,12+,13+,14-,16-,19+,20+/m1/s1
• InChI Key: ZFDMXNDICCVTAD-RKXSKHCMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 4
• 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	+	0.9884	98.84%
Caco-2	+	0.5905	59.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5385	53.85%
BSEP inhibitior	-	0.8749	87.49%
P-glycoprotein inhibitior	-	0.8868	88.68%
P-glycoprotein substrate	-	0.7690	76.90%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	0.8426	84.26%
CYP2D6 substrate	-	0.8094	80.94%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.6694	66.94%
CYP2C19 inhibition	-	0.7448	74.48%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.6625	66.25%
CYP2C8 inhibition	-	0.7317	73.17%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9450	94.50%
Skin irritation	+	0.5978	59.78%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	-	0.7234	72.34%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6228	62.28%
Acute Oral Toxicity (c)	I	0.4069	40.69%
Estrogen receptor binding	+	0.7548	75.48%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.7829	78.29%
Glucocorticoid receptor binding	+	0.8430	84.30%
Aromatase binding	+	0.6326	63.26%
PPAR gamma	-	0.7343	73.43%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9646	96.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.61%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.27%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.89%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.26%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.96%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%

Plants that contains it

• Jatropha multifida

Cross-Links

• PubChem: 162933526
• LOTUS: LTS0274102
• wikiData: Q105374054