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

Details

• Internal ID: 195f9468-4309-4654-84b8-d722489750f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: (3R,5S,8R,9R,10R,13S)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.03,8]pentadec-11-ene-5,9,10,13-tetrol
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3CC(C2(C)C)CC1O)O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3CC(C2(C)C)C[C@@H]1O)O)C)O)O
• InChI: InChI=1S/C20H32O4/c1-10-13-8-12-9-15(22)11(2)16(19(12,3)4)17(23)18(24)20(13,5)7-6-14(10)21/h12-15,17-18,21-24H,1,6-9H2,2-5H3/t12?,13-,14+,15+,17-,18+,20-/m1/s1
• InChI Key: FMWULVIPGFAKFN-BVHQSCAPSA-N
• Popularity: 0 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): 80.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5875	58.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7405	74.05%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.7538	75.38%
P-glycoprotein inhibitior	-	0.8396	83.96%
P-glycoprotein substrate	-	0.7457	74.57%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7427	74.27%
CYP3A4 inhibition	-	0.8301	83.01%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	-	0.7494	74.94%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8529	85.29%
Skin irritation	-	0.5238	52.38%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5714	57.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6720	67.20%
skin sensitisation	-	0.6000	60.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7876	78.76%
Acute Oral Toxicity (c)	III	0.6545	65.45%
Estrogen receptor binding	+	0.7299	72.99%
Androgen receptor binding	+	0.5504	55.04%
Thyroid receptor binding	+	0.6573	65.73%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	+	0.6603	66.03%
PPAR gamma	-	0.6441	64.41%
Honey bee toxicity	-	0.8129	81.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.10%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	92.16%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL1871	P10275	Androgen Receptor	88.45%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.85%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.69%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.66%	96.38%

Plants that contains it

• Reynoutria multiflora
• Taxus baccata

Cross-Links

• PubChem: 5321887
• NPASS: NPC33135