(1S,3S,4R,9R,10S,11S,13S,16R)-3,11,16-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

• Internal ID: a710ad3e-3e04-4a61-9f9e-8a824ce49194
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,3S,4R,9R,10S,11S,13S,16R)-3,11,16-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• InChI: InChI=1S/C20H30O4/c1-10-11-8-12(21)15-19(4)7-5-6-18(2,3)14(19)13(22)9-20(15,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13-,14+,15-,17+,19+,20+/m0/s1
• InChI Key: RFZAFMSAZOFRSM-CFVHAWITSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.07
• 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	+	0.9952	99.52%
Caco-2	+	0.5312	53.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6189	61.89%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	-	0.3089	30.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	-	0.6898	68.98%
P-glycoprotein inhibitior	-	0.8322	83.22%
P-glycoprotein substrate	-	0.8383	83.83%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	0.7954	79.54%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.8419	84.19%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.7948	79.48%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	-	0.8736	87.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5713	57.13%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9121	91.21%
Skin irritation	+	0.6027	60.27%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7906	79.06%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6007	60.07%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6223	62.23%
Acute Oral Toxicity (c)	I	0.6397	63.97%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	+	0.6287	62.87%
Thyroid receptor binding	+	0.6602	66.02%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	-	0.5541	55.41%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.12%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.05%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.81%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.48%	97.05%
CHEMBL1871	P10275	Androgen Receptor	82.28%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.27%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	80.44%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.03%	96.61%

Plants that contains it

• Isodon wikstroemioides

Cross-Links

• PubChem: 90670214
• NPASS: NPC302008
• ChEMBL: CHEMBL3233972
• LOTUS: LTS0033902
• wikiData: Q105235707