(1S,4S,9S,10S,13R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one

Details

• Internal ID: aa4aa616-c31e-492b-814f-1b1b49e2a296
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,9S,10S,13R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)C(=C4)CO)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C4)CO)(C)C
• InChI: InChI=1S/C20H30O2/c1-18(2)15-6-9-20-10-13(14(11-20)12-21)4-5-16(20)19(15,3)8-7-17(18)22/h11,13,15-16,21H,4-10,12H2,1-3H3/t13-,15-,16+,19-,20+/m1/s1
• InChI Key: HDMZCALPGJWRNN-YIVKGZRPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7209	72.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6158	61.58%
BSEP inhibitior	+	0.7770	77.70%
P-glycoprotein inhibitior	-	0.7681	76.81%
P-glycoprotein substrate	-	0.7748	77.48%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.7990	79.90%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.7902	79.02%
CYP inhibitory promiscuity	-	0.7381	73.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.5276	52.76%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6476	64.76%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6981	69.81%
skin sensitisation	-	0.6320	63.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6546	65.46%
Acute Oral Toxicity (c)	III	0.8401	84.01%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	-	0.4950	49.50%
Thyroid receptor binding	+	0.6879	68.79%
Glucocorticoid receptor binding	+	0.8894	88.94%
Aromatase binding	+	0.5537	55.37%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	94.21%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.01%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	87.19%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.28%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 53233793
• LOTUS: LTS0121442
• wikiData: Q105026429