(1S,4R,9S,10R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-7-ene-6,15-dione

Details

• Internal ID: 9d906078-e0f6-4427-b79a-9b058fec7a4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,9S,10R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-7-ene-6,15-dione
• SMILES (Canonical): CC1(C2CC(C34C(C2(C=CC1=O)C)CCC(C3O)C(=C)C4=O)O)C
• SMILES (Isomeric): C[C@]12C=CC(=O)C([C@@H]1CC([C@@]34[C@@H]2CCC(C3O)C(=C)C4=O)O)(C)C
• InChI: InChI=1S/C20H26O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h7-8,11-13,15,17,22,24H,1,5-6,9H2,2-4H3/t11?,12-,13+,15?,17?,19-,20-/m1/s1
• InChI Key: CNTXARLHZHVLRV-OMWLXZEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.5435	54.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6397	63.97%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	-	0.2401	24.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.8955	89.55%
P-glycoprotein inhibitior	-	0.8203	82.03%
P-glycoprotein substrate	-	0.7901	79.01%
CYP3A4 substrate	+	0.6217	62.17%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.7524	75.24%
CYP2C19 inhibition	-	0.8385	83.85%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.7538	75.38%
CYP inhibitory promiscuity	-	0.8819	88.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9688	96.88%
Skin irritation	+	0.5193	51.93%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6150	61.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.6413	64.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7094	70.94%
Acute Oral Toxicity (c)	I	0.5289	52.89%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.5234	52.34%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7038	70.38%
Aromatase binding	-	0.5495	54.95%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.8715	87.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9861	98.61%

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%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.35%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.37%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.82%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%

Plants that contains it

• Isodon liangshanicus

Cross-Links

• PubChem: 137706110
• LOTUS: LTS0066914
• wikiData: Q104966341