[(2R,3R,4R,7S,10S,11S,14S)-3-acetyloxy-2,10,11-trihydroxy-4,14,15,15-tetramethyl-8-methylidene-13-oxo-7-tetracyclo[9.3.1.01,9.04,9]pentadecanyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 7c798d85-a069-4e10-be8f-7f52d00955fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2R,3R,4R,7S,10S,11S,14S)-3-acetyloxy-2,10,11-trihydroxy-4,14,15,15-tetramethyl-8-methylidene-13-oxo-7-tetracyclo[9.3.1.01,9.04,9]pentadecanyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(=O)CC2(C(C34C1(C2(C)C)C(C(C3(CCC(C4=C)OC(=O)C=CC5=CC=CC=C5)C)OC(=O)C)O)O)O
• SMILES (Isomeric): C[C@@H]1C(=O)C[C@]2([C@H](C34C1(C2(C)C)[C@H]([C@@H]([C@@]3(CC[C@@H](C4=C)OC(=O)/C=C/C5=CC=CC=C5)C)OC(=O)C)O)O)O
• InChI: InChI=1S/C31H38O8/c1-17-21(33)16-29(37)26(36)31-18(2)22(39-23(34)13-12-20-10-8-7-9-11-20)14-15-28(31,6)25(38-19(3)32)24(35)30(17,31)27(29,4)5/h7-13,17,22,24-26,35-37H,2,14-16H2,1,3-6H3/b13-12+/t17-,22+,24+,25+,26-,28+,29-,30?,31?/m1/s1
• InChI Key: BTASCTDNNBFHIV-BGEFCBMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₈
• Molecular Weight: 538.60 g/mol
• Exact Mass: 538.25666817 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	-	0.8279	82.79%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7268	72.68%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	-	0.2335	23.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.6858	68.58%
P-glycoprotein inhibitior	+	0.7028	70.28%
P-glycoprotein substrate	+	0.5086	50.86%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.6721	67.21%
CYP2C9 inhibition	-	0.5770	57.70%
CYP2C19 inhibition	-	0.5713	57.13%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.6548	65.48%
CYP2C8 inhibition	+	0.6992	69.92%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.6090	60.90%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.5666	56.66%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7922	79.22%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.7065	70.65%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3498	34.98%
Estrogen receptor binding	+	0.7255	72.55%
Androgen receptor binding	+	0.7949	79.49%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.7135	71.35%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	+	0.6591	65.91%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.18%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.05%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	86.74%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.35%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.88%	93.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.68%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.26%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.82%	85.14%
CHEMBL5028	O14672	ADAM10	83.60%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.85%	96.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.28%	96.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.79%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.39%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.16%	97.09%

Plants that contains it

• Cinnamomum aromaticum
• Pogostemon cablin
• Taxus baccata

Cross-Links

• PubChem: 5315893
• NPASS: NPC161295