(1S,2S,3R,5S,8R,9R,10R,13S)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.03,8]pentadec-11-ene-1,2,5,9,10,13-hexol

Details

• Internal ID: f056162d-5e97-4eeb-8b57-373e9e393a6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: (1S,2S,3R,5S,8R,9R,10R,13S)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.03,8]pentadec-11-ene-1,2,5,9,10,13-hexol
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1O)O)O)O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)O)O)C)O)O
• InChI: InChI=1S/C20H32O6/c1-9-11(21)6-7-19(5)14(9)16(24)20(26)8-12(22)10(2)13(18(20,3)4)15(23)17(19)25/h11-12,14-17,21-26H,1,6-8H2,2-5H3/t11-,12-,14-,15+,16-,17-,19+,20+/m0/s1
• InChI Key: RRAFCTVSIHVYHJ-AULKTIENSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.21988874 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5469	54.69%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.8824	88.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8859	88.59%
P-glycoprotein inhibitior	-	0.8264	82.64%
P-glycoprotein substrate	-	0.7851	78.51%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.5856	58.56%
CYP2D6 substrate	-	0.7752	77.52%
CYP3A4 inhibition	-	0.7718	77.18%
CYP2C9 inhibition	-	0.7963	79.63%
CYP2C19 inhibition	-	0.7328	73.28%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	-	0.8163	81.63%
CYP2C8 inhibition	-	0.8487	84.87%
CYP inhibitory promiscuity	-	0.8457	84.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8596	85.96%
Skin irritation	-	0.5542	55.42%
Skin corrosion	-	0.8830	88.30%
Ames mutagenesis	-	0.6523	65.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5973	59.73%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.6451	64.51%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6043	60.43%
Acute Oral Toxicity (c)	III	0.4871	48.71%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.6152	61.52%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.7608	76.08%
Aromatase binding	+	0.7135	71.35%
PPAR gamma	-	0.6416	64.16%
Honey bee toxicity	-	0.8725	87.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9678	96.78%

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	90.32%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.18%	94.75%
CHEMBL1871	P10275	Androgen Receptor	87.81%	96.43%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.38%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	81.89%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.93%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	80.40%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.38%	96.61%
CHEMBL240	Q12809	HERG	80.24%	89.76%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 5318040
• NPASS: NPC125193